Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hex-1-enyl ester

Base Information

Chemical Name:Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hex-1-enyl ester
CAS No.:178113-92-3
Molecular Formula:C₂₈H₄₉NO₅Si
Molecular Weight:507.786
Hs Code.:

Synonyms:Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hex-1-enyl ester

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Chemical Property of Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hex-1-enyl ester

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Technology Process of Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hex-1-enyl ester

There total 4 articles about Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hex-1-enyl ester 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: 66.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 178113-81-0
Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-3-methyl-hex-1-enyl ester

: 178113-92-3
Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hex-1-enyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; for 2h; Ambient temperature;
DOI:10.1055/s-1996-4254

Reference yield:

: 105198-38-7,106513-42-2
ethyl (S)-2-(tert-butyldimethylsilyloxy)propanoate

: 178113-92-3
Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hex-1-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / DIBALH / toluene; CH₂Cl₂ / 0.58 h / -80 °C

2: 1.) (-)-sparteine, BuLi, 2.) Ti(i-PrO)4

3: 66 percent / TMSOTf / diethyl ether / 2 h / Ambient temperature

With titanium(IV) isopropylate; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; (-)-sparteine; In diethyl ether; dichloromethane; toluene;
DOI:10.1055/s-1996-4254

Reference yield:

: 87727-28-4
(S)-2-tert-butyl-dimethyl-silanyloxy propanal

: 178113-92-3
Diisopropyl-carbamic acid (Z)-(3S,4S,5S)-5-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-3-methyl-hex-1-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) (-)-sparteine, BuLi, 2.) Ti(i-PrO)4

2: 66 percent / TMSOTf / diethyl ether / 2 h / Ambient temperature

With titanium(IV) isopropylate; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; (-)-sparteine; In diethyl ether;
DOI:10.1055/s-1996-4254