{(S)-1-[(R)-1-(3-Allyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid allyl ester

Base Information

• Chemical Name: {(S)-1-[(R)-1-(3-Allyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid allyl ester
• CAS No.: 167423-69-0
• Molecular Formula: C₂₄H₃₈N₂O₅Si
• Molecular Weight: 462.662
• Mol file: 167423-69-0.mol

Synonyms:{(S)-1-[(R)-1-(3-Allyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid allyl ester

Chemical Property of {(S)-1-[(R)-1-(3-Allyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[(R)-1-(3-Allyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid allyl ester

There total 6 articles about {(S)-1-[(R)-1-(3-Allyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethylcarbamoyl]-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: 88.0%

N-allyloxycarbonyl-L-alanine (90508-28-4) + D-<2-<(tert-butyldimethylsilyl)oxy>-1-<3-(allyloxy)phenyl>ethyl>amine (169825-26-7) → {(S)-1-[(R)-1-(3-Allyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid allyl ester (167423-69-0)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jo961412m

Reference yield:

(2R,4R)-3-<2-azido-2-<3-(allyloxy)phenyl>-1-oxoethyl>-4-(phenylmethyl)-2-oxazolidinone (185112-18-9) → {(S)-1-[(R)-1-(3-Allyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid allyl ester (167423-69-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 85.2 percent / LiOH, H₂O₂ / H₂O / 3 h / 0 °C

2: 100 percent

3: 93 percent / SnCl₂*2H₂O / methanol / 14 h / Ambient temperature

4: 100 percent / LiBH₄

5: 89 percent / Et₃N, DMAP / CH₂Cl₂ / 5 h / Ambient temperature

6: 88 percent / EDC / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; lithium hydroxide; lithium borohydride; dihydrogen peroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; tin(ll) chloride; In methanol; dichloromethane; water;

DOI:10.1021/jo961412m

Reference yield:

(R)-2-(3-Allyloxy-phenyl)-2-amino-ethanol (185112-17-8) → {(S)-1-[(R)-1-(3-Allyloxy-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid allyl ester (167423-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Et₃N, DMAP / CH₂Cl₂ / 5 h / Ambient temperature

2: 88 percent / EDC / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane;

DOI:10.1021/jo961412m

upstream raw materials:

N-allyloxycarbonyl-L-alanine

D-<2-<(tert-butyldimethylsilyl)oxy>-1-<3-(allyloxy)phenyl>ethyl>amine

(2R,4R)-3-<2-azido-2-<3-(allyloxy)phenyl>-1-oxoethyl>-4-(phenylmethyl)-2-oxazolidinone

(R)-2-(3-Allyloxy-phenyl)-2-amino-ethanol

Downstream raw materials:

{(R)-1-[(R)-1-{(S)-1-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(3-hydroxy-phenyl)-ethylcarbamoyl]-ethylcarbamoyl}-2-(4-fluoro-3-nitro-phenyl)-ethylcarbamoyl]-3-methyl-butyl}-methyl-carbamic acid tert-butyl ester

(S)-2-Amino-N-[(R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(3-hydroxy-phenyl)-ethyl]-propionamide