(S)-2-({(R)-1-[(R)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl ester

Base Information

• Chemical Name: (S)-2-({(R)-1-[(R)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl ester
• CAS No.: 176022-33-6
• Molecular Formula: C₃₉H₄₅N₄O₉P
• Molecular Weight: 744.781
• Mol file: 176022-33-6.mol

Synonyms:(S)-2-({(R)-1-[(R)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl ester

Chemical Property of (S)-2-({(R)-1-[(R)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-({(R)-1-[(R)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl ester

There total 13 articles about (S)-2-({(R)-1-[(R)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl 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:

4-(3-Hydroxypropyl)pyridine (2629-72-3) → (S)-2-({(R)-1-[(R)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl ester (176022-33-6)

Guidance literature:

Multi-step reaction with 5 steps

1: DMAP / CH₂Cl₂ / 14 h

2: TBAF / tetrahydrofuran / 0.33 h / 0 °C

3: 72 percent / Et₃N / CCl₄; acetonitrile / 18 h / -10 °C

4: H₂ / Pd(OH)2/C / ethanol / 1.5 h

5: acetonitrile

With dmap; tetrabutyl ammonium fluoride; hydrogen; triethylamine; palladium dihydroxide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jo952074c

Reference yield:

L-3-phenyllactic acid (20312-36-1) → (S)-2-({(R)-1-[(R)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl ester (176022-33-6)

Guidance literature:

Multi-step reaction with 7 steps

1: DBU / CH₂Cl₂ / 0.33 h / 0 °C

2: (COCl)2, DMF / CH₂Cl₂ / 2 h

3: DMAP / CH₂Cl₂ / 14 h

4: TBAF / tetrahydrofuran / 0.33 h / 0 °C

5: 72 percent / Et₃N / CCl₄; acetonitrile / 18 h / -10 °C

6: H₂ / Pd(OH)2/C / ethanol / 1.5 h

7: acetonitrile

With dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N,N-dimethyl-formamide; palladium dihydroxide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jo952074c

Reference yield:

(2S)-2-(tert-butyldimethylsilyloxy)-3-phenylpropanoyl chloride (143417-86-1) → (S)-2-({(R)-1-[(R)-2-(2-Benzyloxycarbonylamino-acetylamino)-propionylamino]-2-phenyl-ethyl}-methoxy-phosphinoyloxy)-3-phenyl-propionic acid 3-pyridin-4-yl-propyl ester (176022-33-6)

Guidance literature:

Multi-step reaction with 5 steps

1: DMAP / CH₂Cl₂ / 14 h

2: TBAF / tetrahydrofuran / 0.33 h / 0 °C

3: 72 percent / Et₃N / CCl₄; acetonitrile / 18 h / -10 °C

4: H₂ / Pd(OH)2/C / ethanol / 1.5 h

5: acetonitrile

With dmap; tetrabutyl ammonium fluoride; hydrogen; triethylamine; palladium dihydroxide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; acetonitrile;

DOI:10.1021/jo952074c

upstream raw materials:

4-(3-Hydroxypropyl)pyridine

L-3-phenyllactic acid

Cbz-Gly-D-Ala-OH

((R)-1-(((benzyloxy)carbonyl)amino)-2-phenylethyl)phosphinic acid