Z-L-Ala-CHN2

Base Information

• Chemical Name: Z-L-Ala-CHN2
• CAS No.: 67865-68-3
• Molecular Formula: C12H13N3O3
• Molecular Weight: 247.254
• Mol file: 67865-68-3.mol

Synonyms:Z-L-ALA-CHN2;Z-L-ALPHA-CHN2;

Chemical Property of Z-L-Ala-CHN2

Chemical Property:

• PSA: 92.79000
• LogP: 1.64296

Purity/Quality:

97% ^*data from raw suppliers

N-ALPHA-BENZYLOXYCARBONYL-L-ALAINYL-DIAZOMETHANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-L-Ala-CHN2

There total 8 articles about Z-L-Ala-CHN2 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: 96.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-Cbz-Ala (1142-20-7) → benzyl (S)-(4-diazo-3-oxobutan-2-yl)carbamate (67865-68-3,28094-68-0)

Guidance literature:

N-Cbz-Ala; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; diethyl ether; at -25 ℃; for 0.5h;

diazomethane; In tetrahydrofuran; diethyl ether; at -10 - 20 ℃; for 3h;

DOI:10.1016/j.tetasy.2005.01.049

Reference yield: 80.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid (65638-93-9) → benzyl (S)-(4-diazo-3-oxobutan-2-yl)carbamate (67865-68-3,28094-68-0)

Guidance literature:

In tetrahydrofuran;

Reference yield:

N-Cbz-Ala (1142-20-7) → benzyl (S)-(4-diazo-3-oxobutan-2-yl)carbamate (67865-68-3,28094-68-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / diethyl ether; tetrahydrofuran / 0.5 h / -25 °C

2: diethyl ether / 3 h / -10 °C

With triethylamine; In tetrahydrofuran; diethyl ether;

DOI:10.3390/12051183

upstream raw materials:

diazomethane

N-Cbz-Ala

Z-Ala-O-COO-isoBu

N-Carbobenzoxy-L-alanin-kohlensaeureaethylesteranhydrid

Downstream raw materials:

(3S)-1-chloro-3-(benzyloxycarbonylamino)-2-butanone

(S)-3-benzyloxycarbonylaminobutyric acid

(3-bromo-1-(S)-methyl-2-oxopropyl)carbamic acid benzyl ester

(3S,4R,1'S)-3-(1-benzyloxycarbonylaminoethyl)-1-(4-methoxybenzyl)-4-phenylazetidin-2-one

Refernces

• 1、 Zheng, Yongpeng,Xu, Jiaxi. "Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids". . p. 5197 - 5206. Retrieved 2014/07/08.
• 2、 Zheng, Yongpeng,Xu, Jiaxi. "Synthesis of enantiopure free and N-benzyloxycarbonyl-protected 3-substituted homotaurines from naturally occurring amino acids". . p. 5197 - 5206. Retrieved 2014/12/10.