{(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-cyano-1-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: {(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-cyano-1-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 205441-96-9
• Molecular Formula: C₃₄H₄₂N₂O₅Si
• Molecular Weight: 586.803
• Mol file: 205441-96-9.mol

Synonyms:{(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-cyano-1-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of {(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-cyano-1-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-cyano-1-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 7 articles about {(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-cyano-1-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl 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:

N-α-(9-fluorenylmethyloxycarbonyl)-L-threonine methyl ester (89024-98-6) → {(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-cyano-1-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (205441-96-9)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoromethanesulfonic acid / tetrahydrofuran; diethyl ether / 3 h / 20 °C

2: 2.40 g / Zn(BH₄)2 / diethyl ether / 12 h / 20 °C

3: Dess-Martin reagent / CH₂Cl₂ / 0.5 h / 20 °C

4: 103 mg / acetonitrile / 3 h / 80 °C

With zinc(II) tetrahydroborate; trifluorormethanesulfonic acid; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(03)00379-X

Reference yield:

(2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester → {(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-cyano-1-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (205441-96-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.40 g / Zn(BH₄)2 / diethyl ether / 12 h / 20 °C

2: Dess-Martin reagent / CH₂Cl₂ / 0.5 h / 20 °C

3: 103 mg / acetonitrile / 3 h / 80 °C

With zinc(II) tetrahydroborate; Dess-Martin periodane; In diethyl ether; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(03)00379-X

Reference yield:

O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → {(S)-2-(tert-Butyl-dimethyl-silanyloxy)-2-cyano-1-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (205441-96-9)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoromethanesulfonic acid / tetrahydrofuran; diethyl ether / 3 h / 20 °C

2: 2.40 g / Zn(BH₄)2 / diethyl ether / 12 h / 20 °C

3: Dess-Martin reagent / CH₂Cl₂ / 0.5 h / 20 °C

4: 103 mg / acetonitrile / 3 h / 80 °C

With zinc(II) tetrahydroborate; trifluorormethanesulfonic acid; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(03)00379-X

upstream raw materials:

tert-butyldimethylsilyl cyanide

(2R,3R)-2-(9-fluorenylmethoxycarbonylamino)-3-(4-methoxyphenyl)methoxybutanol

O-(4-methoxybenzyl)-trichloroacetimidate

N-α-(9-fluorenylmethyloxycarbonyl)-L-threonine methyl ester

Downstream raw materials:

3-methoxy-5-methyl-naphthalene-1-carboxylic acid {[[1-acetyl-2-(tert-butyl-dimethyl-silanyloxy)-2-cyano-ethylcarbamoyl]-(3,4-bis-benzyloxy-5-methanesulfonyloxymethyl-pyrrolidin-2-ylidene)-methyl]-carbamoyl}-(2-methyl-oxiranyl)-methyl ester

C₅₅H₆₆N₄O₁₅SSi

C₅₅H₆₈N₄O₁₅SSi

C₆₃H₇₆N₄O₁₆SSi