tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane
CAS No.:185909-55-1
Molecular Formula:C₂₂H₃₈O₄Si
Molecular Weight:394.627
Hs Code.:

Synonyms:tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane

There total 6 articles about tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane 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: 96.0%

: 185909-46-0
(4S,6S)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-hept-1-en-4-ol

: 74-88-4
methyl iodide

: 185909-55-1
tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(96)02110-7

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 185909-55-1
tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / dimethylformamide

2: CSA / CH₂Cl₂

3: LiAlH₄ / tetrahydrofuran / 0 °C

4: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

5: 79 percent / Ti(OiPr)4, (S)-BINOL / CH₂Cl₂ / 144 h / -20 °C

6: 96 percent / NaH / dimethylformamide

With 1H-imidazole; titanium(IV) isopropylate; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(96)02110-7

Reference yield:

: 113494-89-6
methyl (S)-4-<(1,1-dimethylethyl)dimethylsiloxy>-3-hydroxybutanoate

: 185909-55-1
tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: CSA / CH₂Cl₂

2: LiAlH₄ / tetrahydrofuran / 0 °C

3: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

4: 79 percent / Ti(OiPr)4, (S)-BINOL / CH₂Cl₂ / 144 h / -20 °C

5: 96 percent / NaH / dimethylformamide

With titanium(IV) isopropylate; lithium aluminium tetrahydride; oxalyl dichloride; camphor-10-sulfonic acid; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(96)02110-7