benzyloxycarbonylproline N-methylamide

Base Information

• Chemical Name: benzyloxycarbonylproline N-methylamide
• CAS No.: 65057-32-1
• Molecular Formula: C14H18 N2 O3
• Molecular Weight: 262.3
• Hs Code.: 2933990090
• Mol file: 65057-32-1.mol

Synonyms:1-Pyrrolidinecarboxylicacid, 2-[(methylamino)carbonyl]-, phenylmethyl ester, (S)-

Chemical Property of benzyloxycarbonylproline N-methylamide

Chemical Property:

• Vapor Pressure: 4.35E-09mmHg at 25°C
• Boiling Point: 472.2°C at 760 mmHg
• Flash Point: 239.4°C
• PSA: 62.13000
• Density: 1.202g/cm³
• LogP: 2.31180

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyloxycarbonylproline N-methylamide

There total 2 articles about benzyloxycarbonylproline N-methylamide 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: 100.0%

N-benzyloxycarbonyl-L-proline p-nitrophenyl ester (3304-59-4) + methylamine (74-89-5) → Z-Pro-NHMe (65057-32-1)

Guidance literature:

With triethylamine; In ethanol; at 20 ℃; for 12h;

DOI:10.1016/j.ejmech.2008.12.022

Reference yield:

methylamine (74-89-5) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → Z-Pro-NHMe (65057-32-1)

Guidance literature:

With chloroformic acid ethyl ester; triethylamine; Multistep reaction;

DOI:10.1021/jo9820723

Reference yield:

Z-Pro-NHMe (65057-32-1) → (S)‐N‐methyl‐1‐(pyrrolidin‐2‐yl)methanamine (110638-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol

2: LiAlH₄ / tetrahydrofuran

With lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/jo9820723

upstream raw materials:

methylamine

N-Benzyloxycarbonyl-L-proline

N-benzyloxycarbonyl-L-proline p-nitrophenyl ester

Downstream raw materials:

L-proline methylamide

(S)‐N‐methyl‐1‐(pyrrolidin‐2‐yl)methanamine

Refernces

• 1、 Denmark, Scott E.,Su, Xiping,Nishigaichi, Yutaka,Coe, Diane M.,Wong, Ken-Tsung,Winter, Stephen B. D.,Choi, Jun Young. "Synthesis of phosphoramides for the lewis base-catalyzed allylation and aldol addition reactions". . p. 1958 - 1967. Retrieved 2007/10/03.