(3S,4R,5R)-ethyl 3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate

Base Information

Chemical Name:(3S,4R,5R)-ethyl 3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate
CAS No.:1187042-23-4
Molecular Formula:C₃₃H₄₂O₇Si
Molecular Weight:578.778
Hs Code.:

Synonyms:(3S,4R,5R)-ethyl 3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4R,5R)-ethyl 3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate

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Technology Process of (3S,4R,5R)-ethyl 3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate

There total 1 articles about (3S,4R,5R)-ethyl 3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate 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: 74.0%

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

: 1187042-22-3
(4R,5R,E)-ethyl 5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hex-2-enoate

: 1187042-23-4
(3S,4R,5R)-ethyl 3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate

Guidance literature:: With copper(l) iodide; chloro-trimethyl-silane; magnesium; In tetrahydrofuran; at -78 - 20 ℃; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo901494r

Reference yield:

: 1187042-23-4
(3S,4R,5R)-ethyl 3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate

: (2S,3R,4R,5R)-ethyl 2-azido-3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate

: 1187042-24-5
(2R,3R,4R,5R)-ethyl 2-azido-3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate

Guidance literature:: (3S,4R,5R)-ethyl 3-(benzo[d][1,3]dioxol-5-yl)-5-(tert-butyldiphenylsilyloxy)-4-(methoxymethoxy)hexanoate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - -30 ℃; Inert atmosphere;

With 2,4,6-Triisopropylbenzenesulfonyl azide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃; Inert atmosphere;

With acetic acid; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo901494r