(R)-methyl 2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate

Base Information

Chemical Name:(R)-methyl 2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate
CAS No.:1269799-01-0
Molecular Formula:C₂₀H₃₀O₆
Molecular Weight:366.455
Hs Code.:

Synonyms:(R)-methyl 2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate

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Chemical Property of (R)-methyl 2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate

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Technology Process of (R)-methyl 2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate

There total 3 articles about (R)-methyl 2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 82.0%

: 1269799-00-9
C₂₁H₃₃NO₅

: 77-76-9
2,2-dimethoxy-propane

: 1269799-01-0
(R)-methyl 2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate

Guidance literature:: C₂₁H₃₃NO₅; With toluene-4-sulfonic acid; In benzene; at 60 ℃; for 0.5h; Inert atmosphere;

2,2-dimethoxy-propane; In methanol; benzene; at 60 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.tetasy.2010.11.006

Reference yield:

: 1269798-99-3
(4R,5R)-5-(6-(benzyloxy)hexanoyl)-N,N,2,2-tetramethyl-1,3-dioxolane-4-carboxamide

: 1269799-01-0
(R)-methyl 2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 4 h / -78 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / benzene / 0.5 h / 60 °C / Inert atmosphere

2.2: 1 h / 60 °C / Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; toluene-4-sulfonic acid; In methanol; benzene;
DOI:10.1016/j.tetasy.2010.11.006

Reference yield:

: 5-benzyloxy-pentylmagnesium bromide

: 1269799-01-0
(R)-methyl 2-((4R,5R)-5-(5-(benzyloxy)pentyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 0.5 h / -15 - -10 °C / Inert atmosphere

2.1: sodium tetrahydroborate; cerium(III) chloride heptahydrate / methanol / 4 h / -78 - 20 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / benzene / 0.5 h / 60 °C / Inert atmosphere

3.2: 1 h / 60 °C / Inert atmosphere

With sodium tetrahydroborate; cerium(III) chloride heptahydrate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; benzene;
DOI:10.1016/j.tetasy.2010.11.006