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

Base Information

• Chemical Name: {2-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester
• CAS No.: 854022-39-2
• Molecular Formula: C₂₁H₃₃NO₅Si
• Molecular Weight: 407.582
• Mol file: 854022-39-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 14 articles about {2-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-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:

(S)-allyl 1-hydroxy-3-(3-tert-butyldimethylsilyloxy-4-methoxy-5-methylphenyl)propan-2-ylcarbamate (854022-23-4) → {2-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester (854022-39-2)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 0 ℃;

DOI:10.1021/jo050408k

Reference yield:

(S)-allyl 1,1-bis(ethylthio)-3-(3-tert-butyldimethylsilyloxy-4-methoxy-5-methylphenyl)propan-2-ylcarbamate (1073536-47-6) → {2-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester (854022-39-2)

Guidance literature:

With silver nitrate; In water; acetonitrile; at 20 ℃; for 4h;

DOI:10.1021/jo8021988

Reference yield:

[2-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-carbamic acid allyl ester (854022-25-6) → {2-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-1-formyl-ethyl}-carbamic acid allyl ester (854022-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq.HCl / H₂O; tetrahydrofuran / 1.5 h / 20 °C

2: DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / -78 - 0 °C

With hydrogenchloride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; water; 2: Swern oxidation;

DOI:10.1021/jo050408k

upstream raw materials:

(S)-allyl 1-hydroxy-3-(3-tert-butyldimethylsilyloxy-4-methoxy-5-methylphenyl)propan-2-ylcarbamate

[2-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-1-(tert-butyl-dimethyl-silanyloxymethyl)-ethyl]-carbamic acid allyl ester

3-methylbenzene-1,2-diol

toluene-4-sulfonic acid 2-hydroxy-3-methyl-phenyl ester

Downstream raw materials:

{2-(11-allyloxy-7-hydroxymethyl-2,2,12-trimethyl-4,5,7,10-tetrahydro-1,3,15,17-tetraoxa-6-aza-cyclopenta[a]phenanthren-6-yl)-1-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-benzyl]-2-cyano-ethyl}-carbamic acid allyl ester

C₆₉H₈₃Cl₃N₄O₁₆SSi

(S)-allyl 1-hydroxy-3-(3-tert-butyldimethylsilyloxy-4-methoxy-5-methylphenyl)propan-2-ylcarbamate

(S)-allyl 1,1-bis(ethylthio)-3-(3-tert-butyldimethylsilyloxy-4-methoxy-5-methylphenyl)propan-2-ylcarbamate