tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane
CAS No.:184488-77-5
Molecular Formula:C₂₂H₃₈O₃Si
Molecular Weight:378.627
Hs Code.:

Synonyms:tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

There total 2 articles about tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-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: 90.0%

: 2746-25-0
p-Methoxybenzyl bromide

: 106296-58-6,106357-21-5,106357-23-7,106357-22-6
(2S,3R,4S)-1-(tert-butyldimethylsilyloxy)-2,4-dimethylhex-5-en-3-ol

: 184488-77-5
tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

Guidance literature:: With sodium hydride;
DOI:10.1021/ja961374o

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 184488-77-5
tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 48percent aq. HBr / 0.5 h / Ambient temperature

2: 90 percent / NaH

With hydrogen bromide; sodium hydride;
DOI:10.1021/ja961374o

Reference yield:

: 184488-77-5
tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

: 184488-64-0
(Z)-(3R,4S,5S)-4-(4-Methoxy-benzyloxy)-3,5-dimethyl-nona-6,8-dien-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) O₃, 2.) Me₂S

3: 76 percent / aq. TFA / tetrahydrofuran

4: 1.) oxalyl chloride, DMSO, 2.) Et₃N

5: 1.) NaHMDS, 2.) HMPA

6: 79 percent / Pd(PPh₃)4

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; dimethylsulfide; sodium hexamethyldisilazane; ozone; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1021/ja961374o