(4R,5R,6S,7R,8S)-6-Benzyloxy-8-benzyloxymethoxy-10-(4-methoxy-benzyloxy)-5,7-dimethyl-dec-1-en-4-ol

Base Information

Chemical Name:(4R,5R,6S,7R,8S)-6-Benzyloxy-8-benzyloxymethoxy-10-(4-methoxy-benzyloxy)-5,7-dimethyl-dec-1-en-4-ol
CAS No.:374752-83-7
Molecular Formula:C₃₅H₄₆O₆
Molecular Weight:562.747
Hs Code.:

Synonyms:(4R,5R,6S,7R,8S)-6-Benzyloxy-8-benzyloxymethoxy-10-(4-methoxy-benzyloxy)-5,7-dimethyl-dec-1-en-4-ol

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Chemical Property of (4R,5R,6S,7R,8S)-6-Benzyloxy-8-benzyloxymethoxy-10-(4-methoxy-benzyloxy)-5,7-dimethyl-dec-1-en-4-ol

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Technology Process of (4R,5R,6S,7R,8S)-6-Benzyloxy-8-benzyloxymethoxy-10-(4-methoxy-benzyloxy)-5,7-dimethyl-dec-1-en-4-ol

There total 12 articles about (4R,5R,6S,7R,8S)-6-Benzyloxy-8-benzyloxymethoxy-10-(4-methoxy-benzyloxy)-5,7-dimethyl-dec-1-en-4-ol 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: 99.0%

: 24850-33-7
allyltributylstanane

: 374752-81-5
(2S,3R,4R,5S)-3-Benzyloxy-5-benzyloxymethoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal

: 374752-83-7
(4R,5R,6S,7R,8S)-6-Benzyloxy-8-benzyloxymethoxy-10-(4-methoxy-benzyloxy)-5,7-dimethyl-dec-1-en-4-ol

Guidance literature:: With magnesium bromide; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/ja0279646

Reference yield: 55.0%

: 24850-33-7
allyltributylstanane

: 374752-81-5
(2S,3R,4R,5S)-3-Benzyloxy-5-benzyloxymethoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal

: 374752-83-7
(4R,5R,6S,7R,8S)-6-Benzyloxy-8-benzyloxymethoxy-10-(4-methoxy-benzyloxy)-5,7-dimethyl-dec-1-en-4-ol

: 482626-38-0
(4S,5R,6S,7R,8S)-6-Benzyloxy-8-benzyloxymethoxy-10-(4-methoxy-benzyloxy)-5,7-dimethyl-dec-1-en-4-ol

Guidance literature:: With zinc(II) chloride; In diethyl ether;
DOI:10.1021/ja0279646

Reference yield:

: 482626-35-7
(2R,3S,4S,5S)-5-Benzyloxymethoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-heptane-1,3-diol

: 374752-83-7
(4R,5R,6S,7R,8S)-6-Benzyloxy-8-benzyloxymethoxy-10-(4-methoxy-benzyloxy)-5,7-dimethyl-dec-1-en-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole / CH₂Cl₂ / 1 h / 0 °C

2: 93 percent / NaHMDS / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

3: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 8 h / 20 °C

4: 96 percent / triethylamine; sulfur trioxide pyridine complex / dimethylsulfoxide; CH₂Cl₂ / 3 h / 20 °C

5: 99 percent / MgBr₂*Et₂O / CH₂Cl₂ / 3 h / 20 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sulfur trioxide pyridine complex; triethylamine; magnesium bromide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja0279646