diff --git a/include/boost/decimal/detail/div_impl.hpp b/include/boost/decimal/detail/div_impl.hpp
index 046210c5b..0ef288c56 100644
--- a/include/boost/decimal/detail/div_impl.hpp
+++ b/include/boost/decimal/detail/div_impl.hpp
@@ -260,9 +260,12 @@ BOOST_DECIMAL_FORCE_INLINE BOOST_DECIMAL_CUDA_CONSTEXPR auto generic_div_impl(co
         constexpr auto wide_offset {std::numeric_limits<std::uint64_t>::digits10 - precision_v<DecimalType>};
         constexpr auto wide_tens {pow10(static_cast<std::uint64_t>(wide_offset))};
         const auto wide_sig {static_cast<std::uint64_t>(lhs_c.sig) * wide_tens};
-        const auto wide_q {wide_sig / static_cast<std::uint64_t>(rhs_c.sig)};
-        const auto wide_exp {(lhs_c.exp - static_cast<int>(wide_offset)) - rhs_c.exp};
-        return DecimalType{wide_q, wide_exp, sign};
+        const auto wide_div {static_cast<std::uint64_t>(rhs_c.sig)};
+        const auto wide_q {wide_sig / wide_div};
+        // The constructor rounds by the digits it drops, thus the remainder goes in as one digit
+        const auto sticky {static_cast<unsigned>(wide_sig - wide_q * wide_div != 0U)};
+        const auto wide_exp {(lhs_c.exp - static_cast<int>(wide_offset) - 1) - rhs_c.exp};
+        return DecimalType{wide_q * 10U + sticky, wide_exp, sign};
     }
 
     constexpr auto ten_to_p {pow10(static_cast<std::uint64_t>(precision_v<DecimalType>))};
@@ -301,9 +304,12 @@ BOOST_DECIMAL_FORCE_INLINE BOOST_DECIMAL_CUDA_CONSTEXPR auto d64_generic_div_imp
         constexpr auto wide_offset {std::numeric_limits<unsigned_int128_type>::digits10 - precision_v<DecimalType>};
         const auto wide_tens {pow10(static_cast<unsigned_int128_type>(wide_offset))};
         const auto wide_sig {static_cast<unsigned_int128_type>(lhs_c.sig) * wide_tens};
-        const auto wide_q {wide_sig / static_cast<unsigned_int128_type>(rhs_c.sig)};
-        const auto wide_exp {(lhs_c.exp - static_cast<int>(wide_offset)) - rhs_c.exp};
-        return DecimalType{wide_q, wide_exp, sign};
+        const auto wide_div {static_cast<unsigned_int128_type>(rhs_c.sig)};
+        const auto wide_q {wide_sig / wide_div};
+        // The constructor rounds by the digits it drops, thus the remainder goes in as one digit
+        const auto sticky {static_cast<unsigned>(wide_sig - wide_q * wide_div != 0U)};
+        const auto wide_exp {(lhs_c.exp - static_cast<int>(wide_offset) - 1) - rhs_c.exp};
+        return DecimalType{wide_q * 10U + sticky, wide_exp, sign};
     }
 
     constexpr auto ten_to_p {static_cast<unsigned_int128_type>(pow10(static_cast<std::uint64_t>(precision_v<DecimalType>)))};
@@ -340,21 +346,17 @@ BOOST_DECIMAL_CUDA_CONSTEXPR auto d128_generic_div_impl(const T& lhs, const T& r
 
     if (BOOST_DECIMAL_UNLIKELY(!impl::div_default_rounding(lhs_c.sig)))
     {
-        const auto wide_tens {pow10(int128::uint128_t{static_cast<std::uint64_t>(precision_v<DecimalType>)})};
+        // One digit past the precision for the constructor to round, then the remainder goes in
+        // as one more digit. Both operands have 34 digits, thus the quotient has at most 37.
+        const auto wide_tens {pow10(int128::uint128_t{static_cast<std::uint64_t>(precision_v<DecimalType> + 1)})};
         const auto wide_sig {detail::umul256(lhs_c.sig, wide_tens)};
-        auto wide_q {wide_sig / rhs_c.sig};
-        auto wide_exp {lhs_c.exp - rhs_c.exp - static_cast<int>(precision_v<DecimalType>)};
+        const auto wide_dr {impl::div_mod(wide_sig, rhs_c.sig)};
+        const auto wide_exp {lhs_c.exp - rhs_c.exp - static_cast<int>(precision_v<DecimalType>) - 2};
 
-        if (wide_q[3] != 0U || wide_q[2] != 0U)
-        {
-            const auto sig_dig {detail::num_digits(wide_q)};
-            const auto digit_delta {sig_dig - std::numeric_limits<int128::uint128_t>::digits10};
-            wide_q /= pow10(int128::uint128_t{static_cast<std::uint64_t>(digit_delta)});
-            wide_exp += digit_delta;
-        }
-
-        BOOST_DECIMAL_ASSERT((wide_q[3] | wide_q[2]) == 0U);
-        return DecimalType{int128::uint128_t{wide_q[1], wide_q[0]}, wide_exp, sign};
+        BOOST_DECIMAL_ASSERT((wide_dr.quotient[3] | wide_dr.quotient[2]) == 0U);
+        const int128::uint128_t wide_q {wide_dr.quotient[1], wide_dr.quotient[0]};
+        const auto sticky {static_cast<unsigned>(wide_dr.remainder != u256{})};
+        return DecimalType{wide_q * 10U + sticky, wide_exp, sign};
     }
 
     constexpr auto ten_to_p {pow10(int128::uint128_t{static_cast<std::uint64_t>(precision_v<DecimalType>)})};
diff --git a/test/Jamfile b/test/Jamfile
index 3aeab29fe..819ce7e6a 100644
--- a/test/Jamfile
+++ b/test/Jamfile
@@ -103,6 +103,7 @@ run github_issue_1437.cpp ;
 run github_issue_1440.cpp ;
 run github_issue_1447.cpp ;
 run github_issue_1451.cpp ;
+run github_issue_1453.cpp ;
 
 run link_1.cpp link_2.cpp link_3.cpp ;
 run quick.cpp ;
diff --git a/test/github_issue_1453.cpp b/test/github_issue_1453.cpp
new file mode 100644
index 000000000..13643b766
--- /dev/null
+++ b/test/github_issue_1453.cpp
@@ -0,0 +1,88 @@
+// Copyright 2026 Matt Borland
+// Distributed under the Boost Software License, Version 1.0.
+// https://www.boost.org/LICENSE_1_0.txt
+//
+// https://github.com/boostorg/decimal/issues/1453
+//
+// The divide dropped the remainder of its wide quotient before the constructor rounded it,
+// thus a directed mode could not move away from the truncated quotient.
+
+#include <boost/decimal.hpp>
+#include <boost/core/lightweight_test.hpp>
+
+using namespace boost::decimal;
+using namespace boost::decimal::literals;
+
+// fesetround changes the mode only when the library can find a constant evaluation.
+#ifndef BOOST_DECIMAL_NO_CONSTEVAL_DETECTION
+
+template <typename T>
+void check(const rounding_mode mode, const T lhs, const T rhs, const T expected)
+{
+    fesetround(mode);
+    BOOST_TEST_EQ(lhs / rhs, expected);
+    BOOST_TEST_EQ(-lhs / -rhs, expected);
+}
+
+// below and above are the neighbours of the exact quotient, and nearest is the one of the
+// two which is nearer to it. An exact quotient is its own neighbour in every mode.
+template <typename T>
+void test_quotients(const T lhs, const T rhs, const T below, const T above, const T nearest)
+{
+    check(rounding_mode::fe_dec_upward, lhs, rhs, above);
+    check(rounding_mode::fe_dec_upward, -lhs, rhs, -below);
+
+    check(rounding_mode::fe_dec_downward, lhs, rhs, below);
+    check(rounding_mode::fe_dec_downward, -lhs, rhs, -above);
+
+    check(rounding_mode::fe_dec_toward_zero, lhs, rhs, below);
+    check(rounding_mode::fe_dec_toward_zero, -lhs, rhs, -below);
+
+    check(rounding_mode::fe_dec_to_nearest_from_zero, lhs, rhs, nearest);
+    check(rounding_mode::fe_dec_to_nearest_from_zero, -lhs, rhs, -nearest);
+}
+
+#endif
+
+int main()
+{
+    #ifndef BOOST_DECIMAL_NO_CONSTEVAL_DETECTION
+
+    // The last pair of each type has a quotient whose digits past the precision are zero for
+    // more digits than the wide quotient holds, thus only the remainder can select the direction.
+    test_quotients(1_DF, 4_DF, 2.5e-01_DF, 2.5e-01_DF, 2.5e-01_DF);
+    test_quotients(1_DF, 3_DF, 3.333333e-01_DF, 3.333334e-01_DF, 3.333333e-01_DF);
+    test_quotients(2_DF, 3_DF, 6.666666e-01_DF, 6.666667e-01_DF, 6.666667e-01_DF);
+    test_quotients(1_DF, 1.000001_DF, 9.99999e-01_DF, 9.999991e-01_DF, 9.99999e-01_DF);
+
+    test_quotients(1_DFF, 4_DFF, 2.5e-01_DFF, 2.5e-01_DFF, 2.5e-01_DFF);
+    test_quotients(1_DFF, 3_DFF, 3.333333e-01_DFF, 3.333334e-01_DFF, 3.333333e-01_DFF);
+    test_quotients(2_DFF, 3_DFF, 6.666666e-01_DFF, 6.666667e-01_DFF, 6.666667e-01_DFF);
+    test_quotients(1_DFF, 1.000001_DFF, 9.99999e-01_DFF, 9.999991e-01_DFF, 9.99999e-01_DFF);
+
+    test_quotients(1_DD, 4_DD, 2.5e-01_DD, 2.5e-01_DD, 2.5e-01_DD);
+    test_quotients(1_DD, 3_DD, 3.333333333333333e-01_DD, 3.333333333333334e-01_DD, 3.333333333333333e-01_DD);
+    test_quotients(2_DD, 3_DD, 6.666666666666666e-01_DD, 6.666666666666667e-01_DD, 6.666666666666667e-01_DD);
+    test_quotients(1_DD, 1.000000000000001_DD, 9.99999999999999e-01_DD, 9.999999999999991e-01_DD, 9.99999999999999e-01_DD);
+
+    test_quotients(1_DDF, 4_DDF, 2.5e-01_DDF, 2.5e-01_DDF, 2.5e-01_DDF);
+    test_quotients(1_DDF, 3_DDF, 3.333333333333333e-01_DDF, 3.333333333333334e-01_DDF, 3.333333333333333e-01_DDF);
+    test_quotients(2_DDF, 3_DDF, 6.666666666666666e-01_DDF, 6.666666666666667e-01_DDF, 6.666666666666667e-01_DDF);
+    test_quotients(1_DDF, 1.000000000000001_DDF, 9.99999999999999e-01_DDF, 9.999999999999991e-01_DDF, 9.99999999999999e-01_DDF);
+
+    test_quotients(1_DL, 4_DL, 2.5e-01_DL, 2.5e-01_DL, 2.5e-01_DL);
+    test_quotients(1_DL, 3_DL, 3.333333333333333333333333333333333e-01_DL, 3.333333333333333333333333333333334e-01_DL, 3.333333333333333333333333333333333e-01_DL);
+    test_quotients(2_DL, 3_DL, 6.666666666666666666666666666666666e-01_DL, 6.666666666666666666666666666666667e-01_DL, 6.666666666666666666666666666666667e-01_DL);
+    test_quotients(1_DL, 1.000000000000000000000000000000001_DL, 9.99999999999999999999999999999999e-01_DL, 9.999999999999999999999999999999991e-01_DL, 9.99999999999999999999999999999999e-01_DL);
+
+    test_quotients(1_DLF, 4_DLF, 2.5e-01_DLF, 2.5e-01_DLF, 2.5e-01_DLF);
+    test_quotients(1_DLF, 3_DLF, 3.333333333333333333333333333333333e-01_DLF, 3.333333333333333333333333333333334e-01_DLF, 3.333333333333333333333333333333333e-01_DLF);
+    test_quotients(2_DLF, 3_DLF, 6.666666666666666666666666666666666e-01_DLF, 6.666666666666666666666666666666667e-01_DLF, 6.666666666666666666666666666666667e-01_DLF);
+    test_quotients(1_DLF, 1.000000000000000000000000000000001_DLF, 9.99999999999999999999999999999999e-01_DLF, 9.999999999999999999999999999999991e-01_DLF, 9.99999999999999999999999999999999e-01_DLF);
+
+    fesetround(rounding_mode::fe_dec_to_nearest);
+
+    #endif
+
+    return boost::report_errors();
+}