(1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-[3-(triisopropylsilyl)prop-2-ynyl]hept-6-enyl 2-allyl-6-methoxybenzoate

Base Information

Chemical Name:(1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-[3-(triisopropylsilyl)prop-2-ynyl]hept-6-enyl 2-allyl-6-methoxybenzoate
CAS No.:850715-39-8
Molecular Formula:C₃₃H₅₂O₅Si
Molecular Weight:556.858
Hs Code.:

Synonyms:(1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-[3-(triisopropylsilyl)prop-2-ynyl]hept-6-enyl 2-allyl-6-methoxybenzoate

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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 (1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-[3-(triisopropylsilyl)prop-2-ynyl]hept-6-enyl 2-allyl-6-methoxybenzoate

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Technology Process of (1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-[3-(triisopropylsilyl)prop-2-ynyl]hept-6-enyl 2-allyl-6-methoxybenzoate

There total 12 articles about (1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-[3-(triisopropylsilyl)prop-2-ynyl]hept-6-enyl 2-allyl-6-methoxybenzoate 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: 89.0%

: 850715-38-7
(1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-(prop-2-ynyl)hept-6-enyl 2-allyl-6-methoxybenzoate

: 13154-24-0
triisopropylsilyl chloride

: 850715-39-8
(1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-[3-(triisopropylsilyl)prop-2-ynyl]hept-6-enyl 2-allyl-6-methoxybenzoate

Guidance literature:: (1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-(prop-2-ynyl)hept-6-enyl 2-allyl-6-methoxybenzoate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.5h;

triisopropylsilyl chloride; With dmap; In tetrahydrofuran; hexane; at -78 - 23 ℃; for 15h;
DOI:10.1002/ejoc.200400705

Reference yield:

: 850715-37-6
(4R,6R,7S)-6-(methoxymethoxy)-7-methyldec-9-en-1-yn-4-ol

: 850715-39-8
(1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-[3-(triisopropylsilyl)prop-2-ynyl]hept-6-enyl 2-allyl-6-methoxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 69 percent / Ph₃P; diethylazodicarboxylate (DEAD) / toluene / 15 h / 23 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C

2.2: 89 percent / 4-dimethylaminopyridine (DMAP) / tetrahydrofuran; hexane / 15 h / -78 - 23 °C

With n-butyllithium; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene; 1.1: Mitsunobu esterification;
DOI:10.1002/ejoc.200400705

Reference yield:

: 850715-36-5
(4S,5R,7R)-7-{[tert-butyl(dimethyl)silyl]oxy}-5-(methoxymethoxy)-4-methyldec-1-en-9-yne

: 850715-39-8
(1S,3R,4S)-3-(methoxymethoxy)-4-methyl-1-[3-(triisopropylsilyl)prop-2-ynyl]hept-6-enyl 2-allyl-6-methoxybenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 84 percent / TBAF / tetrahydrofuran / 12 h / 0 - 23 °C

2.1: 69 percent / Ph₃P; diethylazodicarboxylate (DEAD) / toluene / 15 h / 23 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C

3.2: 89 percent / 4-dimethylaminopyridine (DMAP) / tetrahydrofuran; hexane / 15 h / -78 - 23 °C

With n-butyllithium; tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene; 2.1: Mitsunobu esterification;
DOI:10.1002/ejoc.200400705