(3aR,5R,6S,6aR)-6-(benzyloxy)-5-(3-(4-(2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)phenyl)propyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Base Information

Chemical Name:(3aR,5R,6S,6aR)-6-(benzyloxy)-5-(3-(4-(2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)phenyl)propyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole
CAS No.:1355953-29-5
Molecular Formula:C₃₀H₄₀O₆
Molecular Weight:496.644
Hs Code.:

Synonyms:(3aR,5R,6S,6aR)-6-(benzyloxy)-5-(3-(4-(2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)phenyl)propyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

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Chemical Property of (3aR,5R,6S,6aR)-6-(benzyloxy)-5-(3-(4-(2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)phenyl)propyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

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Technology Process of (3aR,5R,6S,6aR)-6-(benzyloxy)-5-(3-(4-(2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)phenyl)propyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

There total 4 articles about (3aR,5R,6S,6aR)-6-(benzyloxy)-5-(3-(4-(2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)phenyl)propyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole 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: 62.0%

: (S)-4-(2-(2,2-dimethyl-1,3-dioxolan-4-yl)vinyl)benzaldehyde

: 1355953-27-3
2-((2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl)sulfonyl)benzo[d]thiazole

: 1355953-29-5
(3aR,5R,6S,6aR)-6-(benzyloxy)-5-(3-(4-(2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)phenyl)propyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: (S)-4-(2-(2,2-dimethyl-1,3-dioxolan-4-yl)vinyl)benzaldehyde; 2-((2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl)sulfonyl)benzo[d]thiazole; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;

With palladium 10% on activated carbon; hydrogen; In ethyl acetate; at 20 ℃; for 24h;
DOI:10.1016/j.carres.2011.11.005

Reference yield:

: 1355953-25-1
C₁₆H₂₁BrO₄

: 1355953-29-5
(3aR,5R,6S,6aR)-6-(benzyloxy)-5-(3-(4-(2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)phenyl)propyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0 °C

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C / Molecular sieve; Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

3.2: 24 h / 20 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3.1: Julia Olefin synthesis;
DOI:10.1016/j.carres.2011.11.005

Reference yield:

: 1355953-23-9
2-((2-((3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethyl)thio)benzo[d]thiazole

: 1355953-29-5
(3aR,5R,6S,6aR)-6-(benzyloxy)-5-(3-(4-(2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl)phenyl)propyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 4 h / 20 °C / Molecular sieve; Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C

2.2: 24 h / 20 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; 2.1: Julia Olefin synthesis;
DOI:10.1016/j.carres.2011.11.005