tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane
CAS No.:184291-35-8
Molecular Formula:C₂₂H₃₇IO₃Si
Molecular Weight:504.524
Hs Code.:

Synonyms:tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

There total 4 articles about tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-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:

: 2746-25-0
p-Methoxybenzyl bromide

: 184291-35-8
tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / NaH / dimethylformamide; tetrahydrofuran / 48 h / Ambient temperature

2: 1.) O₃, Sudan III, 2.) Me₂S / 1.) CH₃OH, CH₂Cl₂, -78 deg C, 2.) CH₃OH, CH₂Cl₂, RT, 2 h

3: 1.) NaHMDS, 2.) HMPA / 1.) THF, RT, 20 min, 2.) THF, RT, 1 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; dimethylsulfide; oil scarlet; sodium hexamethyldisilazane; sodium hydride; ozone; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja961374o

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 184291-35-8
tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

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

2: 93 percent / NaH / dimethylformamide; tetrahydrofuran / 48 h / Ambient temperature

3: 1.) O₃, Sudan III, 2.) Me₂S / 1.) CH₃OH, CH₂Cl₂, -78 deg C, 2.) CH₃OH, CH₂Cl₂, RT, 2 h

4: 1.) NaHMDS, 2.) HMPA / 1.) THF, RT, 20 min, 2.) THF, RT, 1 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; dimethylsulfide; oil scarlet; hydrogen bromide; sodium hexamethyldisilazane; sodium hydride; ozone; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja961374o

Reference yield:

: 184291-95-0
(2S,3S,4S)-1-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyl hex-5-ene

: 184291-35-8
tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) O₃, Sudan III, 2.) Me₂S / 1.) CH₃OH, CH₂Cl₂, -78 deg C, 2.) CH₃OH, CH₂Cl₂, RT, 2 h

2: 1.) NaHMDS, 2.) HMPA / 1.) THF, RT, 20 min, 2.) THF, RT, 1 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; dimethylsulfide; oil scarlet; sodium hexamethyldisilazane; ozone;
DOI:10.1021/ja961374o