(Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methoxymethoxy-4,6-dimethyl-hept-2-en-1-ol

Base Information

Chemical Name:(Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methoxymethoxy-4,6-dimethyl-hept-2-en-1-ol
CAS No.:600714-88-3
Molecular Formula:C₂₇H₄₀O₄Si
Molecular Weight:456.698
Hs Code.:

Synonyms:(Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methoxymethoxy-4,6-dimethyl-hept-2-en-1-ol

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Chemical Property of (Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methoxymethoxy-4,6-dimethyl-hept-2-en-1-ol

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Technology Process of (Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methoxymethoxy-4,6-dimethyl-hept-2-en-1-ol

There total 8 articles about (Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methoxymethoxy-4,6-dimethyl-hept-2-en-1-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: 93.0%

: 600714-87-2
2,2-Dimethyl-propionic acid (Z)-(4S,5S,6S)-7-(tert-butyl-diphenyl-silanyloxy)-5-methoxymethoxy-4,6-dimethyl-hept-2-enyl ester

: 600714-88-3
(Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methoxymethoxy-4,6-dimethyl-hept-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;
DOI:10.1021/ol034958l

Reference yield:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 600714-88-3
(Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methoxymethoxy-4,6-dimethyl-hept-2-en-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 91 percent / diethyl ether / -78 °C

2: 89 percent / (i-Pr)2NEt / CH₂Cl₂ / -78 °C

3: 85 percent / Grubbs' catalyst / CH₂Cl₂ / Heating

4: Dibal-H / CH₂Cl₂ / -78 °C

5: NaBH₄ / methanol / 0 °C

6: pyridine / 25 °C

7: (i-Pr)2NEt / CH₂Cl₂ / 25 °C

8: 93 percent / Dibal-H / CH₂Cl₂ / -78 °C

With pyridine; sodium tetrahydroborate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; Grubbs catalyst first generation; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/ol034958l

Reference yield:

: 106357-24-8
(3S,4S,5S)-6-(tert-butyldiphenylsiloxy)-4-hydroxy-3,5-dimethylhexan-1-ene

: 600714-88-3
(Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-methoxymethoxy-4,6-dimethyl-hept-2-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / (i-Pr)2NEt / CH₂Cl₂ / -78 °C

2: 85 percent / Grubbs' catalyst / CH₂Cl₂ / Heating

3: Dibal-H / CH₂Cl₂ / -78 °C

4: NaBH₄ / methanol / 0 °C

5: pyridine / 25 °C

6: (i-Pr)2NEt / CH₂Cl₂ / 25 °C

7: 93 percent / Dibal-H / CH₂Cl₂ / -78 °C

With pyridine; sodium tetrahydroborate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; Grubbs catalyst first generation; In methanol; dichloromethane;
DOI:10.1021/ol034958l