METHYL N-(BUTOXYCARBONYL)-3-{[(5R)-3-(4-CYANOPHENYL)-4,5-DIHYDROISOXAZOL-5-YL]ACETAMIDO}-L-ALANINATE

Base Information

• Chemical Name: METHYL N-(BUTOXYCARBONYL)-3-{[(5R)-3-(4-CYANOPHENYL)-4,5-DIHYDROISOXAZOL-5-YL]ACETAMIDO}-L-ALANINATE
• CAS No.: 188016-51-5
• Molecular Formula: C21H26 N4 O6
• Molecular Weight: 0
• Mol file: 188016-51-5.mol

Synonyms:L-Alanine,N-(butoxycarbonyl)-3-[[[(5R)-3-(4-cyanophenyl)-4,5-dihydro-5-isoxazolyl]acetyl]amino]-,methyl ester (9CI)

Chemical Property of METHYL N-(BUTOXYCARBONYL)-3-{[(5R)-3-(4-CYANOPHENYL)-4,5-DIHYDROISOXAZOL-5-YL]ACETAMIDO}-L-ALANINATE

Chemical Property:

• PSA: 139.11000
• LogP: 1.84288

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL N-(BUTOXYCARBONYL)-3-{[(5R)-3-(4-CYANOPHENYL)-4,5-DIHYDROISOXAZOL-5-YL]ACETAMIDO}-L-ALANINATE

There total 11 articles about METHYL N-(BUTOXYCARBONYL)-3-{[(5R)-3-(4-CYANOPHENYL)-4,5-DIHYDROISOXAZOL-5-YL]ACETAMIDO}-L-ALANINATE 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: 95.0%

(S)-3-amino-2-butoxycarbonylamino-propionic acid methyl ester (169605-35-0) + (R)-2-[3-(4-cyanophenyl)-4,5-dihydroisoxazol-5-yl]acetic acid (181023-08-5) → (2S)-2-butoxycarbonylamino-3-[2-[(5R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino]-propionic acid methyl ester (188016-51-5)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In N,N-dimethyl-formamide; for 2h; Ambient temperature;

DOI:10.1021/jm960799i

Reference yield: 85.0%

(S)-3-Amino-2-butoxycarbonylamino-propionic acid methyl ester; hydrochloride + (R)-2-[3-(4-cyanophenyl)-4,5-dihydroisoxazol-5-yl]acetic acid (181023-08-5) → (2S)-2-butoxycarbonylamino-3-[2-[(5R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino]-propionic acid methyl ester (188016-51-5)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate;

DOI:10.1016/0040-4039(96)00694-6

Reference yield: 82.0%

(R)-2-[3-(4-cyanophenyl)-4,5-dihydroisoxazol-5-yl]acetic acid (181023-08-5) + 3-amino-N-butyloxycarbonyl-(S)-alanine methyl ester p-toluenesulfonate → (2S)-2-butoxycarbonylamino-3-[2-[(5R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino]-propionic acid methyl ester (188016-51-5)

Guidance literature:

With thionyl chloride; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 - 5 ℃; for 1h;

DOI:10.1021/jo9612537

upstream raw materials:

(R)-2-[3-(4-cyanophenyl)-4,5-dihydroisoxazol-5-yl]acetic acid

(S)-3-amino-2-butoxycarbonylamino-propionic acid methyl ester

[3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-thioacetic acid ethyl ester

4-cyanobenzaldehyde oxime