(2E,6R,7R)-methyl 7-(t-butyldiphenylsilyloxy)-6-methoxymethyloxy-2-henicosenate

Base Information

Chemical Name:(2E,6R,7R)-methyl 7-(t-butyldiphenylsilyloxy)-6-methoxymethyloxy-2-henicosenate
CAS No.:909270-43-5
Molecular Formula:C₄₀H₆₄O₅Si
Molecular Weight:653.031
Hs Code.:

Synonyms:(2E,6R,7R)-methyl 7-(t-butyldiphenylsilyloxy)-6-methoxymethyloxy-2-henicosenate

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Chemical Property of (2E,6R,7R)-methyl 7-(t-butyldiphenylsilyloxy)-6-methoxymethyloxy-2-henicosenate

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Technology Process of (2E,6R,7R)-methyl 7-(t-butyldiphenylsilyloxy)-6-methoxymethyloxy-2-henicosenate

There total 5 articles about (2E,6R,7R)-methyl 7-(t-butyldiphenylsilyloxy)-6-methoxymethyloxy-2-henicosenate 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%

: 909270-42-4
(2E,6R,7R)-methyl 7-t-(butyldiphenylsilyloxy)-6-hydroxy-2-henicosenate

: 13057-17-5
bromethyl methyl ether

: 909270-43-5
(2E,6R,7R)-methyl 7-(t-butyldiphenylsilyloxy)-6-methoxymethyloxy-2-henicosenate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 120h;
DOI:10.1021/jo060970q

Reference yield:

: 909270-38-8
(E)-ethyl nonadec-4-enoate

: 909270-43-5
(2E,6R,7R)-methyl 7-(t-butyldiphenylsilyloxy)-6-methoxymethyloxy-2-henicosenate

Guidance literature:: Multi-step reaction with 4 steps

1.1: AD-mix-β; methanesulfonamide / H2O; 2-methyl-propan-2-ol / 19 h / 0 °C

1.2: KOH / methanol / 2 h / 60 °C

1.3: 74 percent / p-TsOH*H₂O / CH₂Cl₂ / 1.5 h / 20 °C

2.1: 88 percent / 2,6-lutidine / CH₂Cl₂; toluene / 72 h / 20 °C

3.1: diisobutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

3.2: 91 percent / toluene / 5 h / 65 - 70 °C

4.1: 90 percent / ethyldiisopropylamine / CH₂Cl₂ / 120 h / 20 °C

With 2,6-dimethylpyridine; methanesulfonamide; AD-mix-β; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; water; toluene; tert-butyl alcohol; 1.1: Sharpless asymmetric dihydroxylation / 3.2: Wittig reaction;
DOI:10.1021/jo060970q

Reference yield:

: 909270-40-2
(R)-5-((R)-1-hydroxypentadecyl)-dihydrofuran-2(3H)-one

: 909270-43-5
(2E,6R,7R)-methyl 7-(t-butyldiphenylsilyloxy)-6-methoxymethyloxy-2-henicosenate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / 2,6-lutidine / CH₂Cl₂; toluene / 72 h / 20 °C

2.1: diisobutylaluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

2.2: 91 percent / toluene / 5 h / 65 - 70 °C

3.1: 90 percent / ethyldiisopropylamine / CH₂Cl₂ / 120 h / 20 °C

With 2,6-dimethylpyridine; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; toluene; 2.2: Wittig reaction;
DOI:10.1021/jo060970q