(3R,4S,5S,7S)-4-Benzyloxymethoxy-9-methoxymethoxy-3,5,7-trimethyl-nonanoic acid methyl ester

Base Information

Chemical Name:(3R,4S,5S,7S)-4-Benzyloxymethoxy-9-methoxymethoxy-3,5,7-trimethyl-nonanoic acid methyl ester
CAS No.:906535-63-5
Molecular Formula:C₂₃H₃₈O₆
Molecular Weight:410.551
Hs Code.:

Synonyms:(3R,4S,5S,7S)-4-Benzyloxymethoxy-9-methoxymethoxy-3,5,7-trimethyl-nonanoic acid methyl ester

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Chemical Property of (3R,4S,5S,7S)-4-Benzyloxymethoxy-9-methoxymethoxy-3,5,7-trimethyl-nonanoic acid methyl ester

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Technology Process of (3R,4S,5S,7S)-4-Benzyloxymethoxy-9-methoxymethoxy-3,5,7-trimethyl-nonanoic acid methyl ester

There total 5 articles about (3R,4S,5S,7S)-4-Benzyloxymethoxy-9-methoxymethoxy-3,5,7-trimethyl-nonanoic acid methyl 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: 88.0%

: 906535-62-4
(4S,5S,7S)-4-benzyloxymethoxy-9-methoxymethoxy-5,7-dimethylnon-2-enoic acid methyl ester

: 917-54-4
methyllithium

: 906535-63-5
(3R,4S,5S,7S)-4-Benzyloxymethoxy-9-methoxymethoxy-3,5,7-trimethyl-nonanoic acid methyl ester

Guidance literature:: methyllithium; With copper(l) iodide; lithium bromide; In tetrahydrofuran; at -15 ℃; for 0.333333h;

(4S,5S,7S)-4-benzyloxymethoxy-9-methoxymethoxy-5,7-dimethylnon-2-enoic acid methyl ester; With chloro-trimethyl-silane; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1021/jo061098o

Reference yield:

: (2S,3S,5S)-2-Benzyloxymethoxy-7-methoxymethoxy-3,5-dimethyl-heptanal

: 906535-63-5
(3R,4S,5S,7S)-4-Benzyloxymethoxy-9-methoxymethoxy-3,5,7-trimethyl-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1.68 g / CH₂Cl₂ / 18 h / 20 °C

2.1: CuI; LiBr / tetrahydrofuran / 0.33 h / -15 °C

2.2: 88 percent / TMSCl / tetrahydrofuran / 3 h / -78 °C

With copper(l) iodide; lithium bromide; In tetrahydrofuran; dichloromethane; 1.1: Wittig olefination;
DOI:10.1021/jo061098o

Reference yield:

: 906535-61-3
(2S,3S,5S)-2-Benzyloxymethoxy-7-methoxymethoxy-3,5-dimethyl-heptan-1-ol

: 906535-63-5
(3R,4S,5S,7S)-4-Benzyloxymethoxy-9-methoxymethoxy-3,5,7-trimethyl-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: 1.68 g / CH₂Cl₂ / 18 h / 20 °C

3.1: CuI; LiBr / tetrahydrofuran / 0.33 h / -15 °C

3.2: 88 percent / TMSCl / tetrahydrofuran / 3 h / -78 °C

With copper(l) iodide; oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium bromide; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation / 2.1: Wittig olefination;
DOI:10.1021/jo061098o