Benzoic acid (E)-(1R,6S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-enyl ester

Base Information

Chemical Name:Benzoic acid (E)-(1R,6S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-enyl ester
CAS No.:488721-32-0
Molecular Formula:C₂₉H₄₈O₅Si
Molecular Weight:504.783
Hs Code.:

Synonyms:Benzoic acid (E)-(1R,6S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-enyl ester

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Chemical Property of Benzoic acid (E)-(1R,6S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-enyl ester

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Technology Process of Benzoic acid (E)-(1R,6S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-enyl ester

There total 3 articles about Benzoic acid (E)-(1R,6S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-enyl ester 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: 90.0%

: 98-88-4
benzoyl chloride

: (S)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-yn-1-ol

: 488721-32-0
Benzoic acid (E)-(1R,6S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-enyl ester

: Benzoic acid (E)-(1S,6S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-enyl ester

Guidance literature:: (S)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-yn-1-ol; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 5h;

benzoyl chloride; With dmap; triethylamine; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1021/jo034964v

Reference yield:

: 98-88-4
benzoyl chloride

: (E)-(1R,6S)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-en-1-ol

: 488721-32-0
Benzoic acid (E)-(1R,6S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-enyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1002/1521-3773(20021104)41:21<4117::AID-ANIE4117>3.0.CO;2-4

Reference yield:

: 488721-31-9
(1R,6S)-1-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-yn-1-ol

: 488721-32-0
Benzoic acid (E)-(1R,6S)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-methyl-7-triisopropylsilanyloxy-hept-2-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 5 h / 20 °C

2: (C₂H₅)3N; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 15 h / 20 °C

With dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1521-3773(20021104)41:21<4117::AID-ANIE4117>3.0.CO;2-4