{(S)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester

Base Information

Chemical Name:{(S)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester
CAS No.:182201-56-5
Molecular Formula:C₂₆H₄₅NO₆Si₂
Molecular Weight:523.817
Hs Code.:

Synonyms:{(S)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester

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Chemical Property of {(S)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester

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Technology Process of {(S)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester

There total 5 articles about {(S)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-1-formyl-ethyl}-carbamic acid allyl 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: 90.0%

: 182201-54-3
(S)-2-Allyloxycarbonylamino-3-[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-propionic acid methyl ester

: 182201-56-5
{(S)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/ja962480t

Reference yield:

: 103929-82-4
3,5-di-tert-butyldimethylsilyloxy-4-methoxybenzaldehyde

: 182201-56-5
{(S)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: piperidine, acetic acid / benzene / 18 h / 23 °C

2: (PhO)2P(O)N₃, Et₃N, 4 Angstroem molecular sieves / toluene / 2 h / 70 °C

3: 1 h / 23 °C

4: H₂, Rh<(COD)-(R,R)-DIPAMP>(+)*BF₄(-) / 16 h / 23 °C / 2280 Torr

5: 90 percent / diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

With piperidine; Rh<(COD)-(R,R)-DIPAMP>(+)*BF4(-); 4 A molecular sieve; diphenyl phosphoryl azide; hydrogen; diisobutylaluminium hydride; acetic acid; triethylamine; In dichloromethane; toluene; benzene;
DOI:10.1021/ja962480t

Reference yield:

: 203922-28-5
2-[1-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-meth-(E)-ylidene]-malonic acid monomethyl ester

: 182201-56-5
{(S)-2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: (PhO)2P(O)N₃, Et₃N, 4 Angstroem molecular sieves / toluene / 2 h / 70 °C

2: 1 h / 23 °C

3: H₂, Rh<(COD)-(R,R)-DIPAMP>(+)*BF₄(-) / 16 h / 23 °C / 2280 Torr

4: 90 percent / diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

With Rh<(COD)-(R,R)-DIPAMP>(+)*BF4(-); 4 A molecular sieve; diphenyl phosphoryl azide; hydrogen; diisobutylaluminium hydride; triethylamine; In dichloromethane; toluene;
DOI:10.1021/ja962480t