Butanoicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, phenylmethyl ester, (2R)-

Base Information

• Chemical Name: Butanoicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, phenylmethyl ester, (2R)-
• CAS No.: 134676-02-1
• Molecular Formula: C16H21 N O5
• Molecular Weight: 307.346
• Mol file: 134676-02-1.mol

Synonyms:Butanoicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, phenylmethyl ester, (R)-

Chemical Property of Butanoicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, phenylmethyl ester, (2R)-

Chemical Property:

• PSA: 85.19000
• LogP: 2.41650

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Butanoicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, phenylmethyl ester, (2R)-

There total 3 articles about Butanoicacid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-4-oxo-, phenylmethyl ester, (2R)- 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: 84.0%

benzyl (2R)-(tert-butoxycarbonyl)amino-4-hydroxybutanoate (133645-53-1) → Boc-D-Asp(H)-OBzl (134676-02-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 0.5h;

DOI:10.1021/jm000959x

Reference yield:

(R)-2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (92828-64-3) → Boc-D-Asp(H)-OBzl (134676-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.25 h / 0 °C

1.2: NaBH₄ / methanol / 1 h / 0 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 0.58 h / 0 °C

With 4-methyl-morpholine; Dess-Martin periodane; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; 2.1: Dess-Martin oxidation;

DOI:10.1016/S0040-4039(02)01495-8

Reference yield:

(R)-2-tert-Butoxycarbonylamino-4-isobutoxycarbonyloxy-4-oxo-butyric acid benzyl ester → Boc-D-Asp(H)-OBzl (134676-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / H₂O / -10 °C

2: 84 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -60 °C

With sodium tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; water;

DOI:10.1021/jm000959x

upstream raw materials:

benzyl (2R)-(tert-butoxycarbonyl)amino-4-hydroxybutanoate

(R)-2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester

Downstream raw materials:

(1S,3R,2'R)-2-benzyl-1-[2'-benzyloxycarbonyl-2'-(tert-butoxycarbonyl)aminoethyl]-3-methoxycarbonyl-1,2,3,4-tetrahydro-β-carboline

2-(2-benzyloxycarbonyl-2-tert-butoxycarbonylamino-ethyl)-thiazolidine-4-carboxylic acid methyl ester

(2R,5R,11bS,1'S)-2-(tert-butoxycarbonyl)amino-5-(1'-methoxycarbonyl-2'-phenylethyl)carbamoyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole