Cbz-D-Ala-L-Pro-NH₂

Base Information

• Chemical Name: Cbz-D-Ala-L-Pro-NH₂
• CAS No.: 129474-02-8
• Molecular Formula: C₁₆H₂₁N₃O₄
• Molecular Weight: 319.36
• Mol file: 129474-02-8.mol

Synonyms:Cbz-D-Ala-L-Pro-NH₂

Chemical Property of Cbz-D-Ala-L-Pro-NH₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cbz-D-Ala-L-Pro-NH₂

There total 6 articles about Cbz-D-Ala-L-Pro-NH₂ 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: 98.0%

(2S,2'R)-N-(N-Benzyloxycarbonylalanyl)proline methyl ester (22209-85-4) → Cbz-D-Ala-L-Pro-NH2 (129474-02-8)

Guidance literature:

With ammonia; In methanol; for 216h;

Reference yield: 69.0%

Z-D-Ala carbamoylmethyl ester (203640-57-7) + L-prolinamide (7531-52-4) → Cbz-D-Ala-L-Pro-NH2 (129474-02-8)

Guidance literature:

With cross-linked enzyme aggregate of Alcalase; at 50 ℃; for 16h; Molecular sieve; Enzymatic reaction;

DOI:10.1016/j.molcatb.2011.03.012

Reference yield:

N-benzyloxycarbonyl-D-alanine (26607-51-2) → Cbz-D-Ala-L-Pro-NH2 (129474-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine / tetrahydrofuran / 0.03 h / -15 °C

2: N-methylmorpholine / tetrahydrofuran; dimethylformamide / 1.) -15 deg C to r.t., 2.) r.t., 2 h

3: 98 percent / NH₃ / methanol / 216 h

With 4-methyl-morpholine; ammonia; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

upstream raw materials:

(2S,2'R)-N-(N-Benzyloxycarbonylalanyl)proline methyl ester

N-benzyloxycarbonyl-D-alanine

C₁₆H₂₁NO₆

L-prolinamide

Downstream raw materials:

(3R,8aS)-3-Methyl-1,2,3,4,6,7,8,8a-octahydropyrrolo<1,2-a>pyrazine-1,4-dione

(3S,8aS)-3-methylhexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Refernces

• 1、 Lenman, Morag M.,Lewis, Arwel,Gani, David. "Synthesis of fused 1,2,5-triazepine-1,5-diones and some N2- and N3-substituted derivatives: Potential conformational mimetics for cis-peptidyl prolinamides". . p. 2297 - 2311. Retrieved 2007/10/03.