BOC-FREIDINGER'S LACTAM

Base Information

• Chemical Name: BOC-FREIDINGER'S LACTAM
• CAS No.: 82611-48-1
• Molecular Formula: C15H26 N2 O5
• Molecular Weight: 314.379
• Hs Code.: 29225090
• Mol file: 82611-48-1.mol

Synonyms:BOC-FREIDINGER’S LACTAM;BOC-FREIDINGER’S LACTAME

Chemical Property of BOC-FREIDINGER'S LACTAM

Chemical Property:

• PSA: 95.94000
• LogP: 1.94010
• Storage Temp.: Store at 0-5°C

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Boc-freidinger''slactam ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-FREIDINGER'S LACTAM

There total 5 articles about BOC-FREIDINGER'S LACTAM 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: 94.0%

(R)-2-<3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidinyl>-(S)-4-methylpentanoic acid methyl ester (124202-00-2) → (2S)-2-<(3R)-3-<(tert-butoxycarbonyl)amino>-2-oxopyrrolidin-1-yl>-4-methylpentanoic acid (82611-48-1)

Guidance literature:

With sodium hydroxide; In methanol; at 0 ℃; for 18h;

DOI:10.1021/jm00100a027

Reference yield:

[(R)-3-tert-Butoxycarbonylamino-3-((S)-1-methoxycarbonyl-3-methyl-butylcarbamoyl)-propyl]-dimethyl-sulfonium; iodide → (2S)-2-<(3R)-3-<(tert-butoxycarbonyl)amino>-2-oxopyrrolidin-1-yl>-4-methylpentanoic acid (82611-48-1)

Guidance literature:

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 2h; Yield given;

DOI:10.1021/jm00053a001

Reference yield:

methyl (L)-leucinate hydrochloride (7517-19-3) → (2S)-2-<(3R)-3-<(tert-butoxycarbonyl)amino>-2-oxopyrrolidin-1-yl>-4-methylpentanoic acid (82611-48-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) DCC, 1-hydroxybenzotriazole, 2.) Et₃N / 1.) DMF, 20 deg C, 10 min, 2.) DMF, 20 deg C, 16 h

2: 1.) CH₃I, 2.) NaH / 1.) 5 d, 2.) DMF, -40 - 3 deg C, 45 min

3: 94 percent / 2 M aq. NaOH / methanol / 18 h / 0 °C

With sodium hydroxide; sodium hydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; methyl iodide; In methanol;

DOI:10.1021/jm00100a027

upstream raw materials:

(R)-2-<3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidinyl>-(S)-4-methylpentanoic acid methyl ester

methyl (L)-leucinate hydrochloride

(R)-N-(tert-butoxycarbonyl)methionine

N-(tert-butoxycarbonyl)-D-methionyl-L-leucine methyl ester

Downstream raw materials:

(R)-2-<3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidinyl>-(S)-4-methylpentanoic acid pentafluorophenyl ester

6-Amino-hexanoic acid [(S)-1-((S)-1-{(R)-1-[(S)-1-((S)-1-hydrazinocarbonyl-3-methylsulfanyl-propylcarbamoyl)-3-methyl-butyl]-2-oxo-pyrrolidin-3-ylcarbamoyl}-2-phenyl-ethylcarbamoyl)-2-phenyl-ethyl]-amide