L-Alanine, N-[(phenylmethoxy)carbonyl]-, 2,2,2-trifluoroethyl ester

Base Information

• Chemical Name: L-Alanine, N-[(phenylmethoxy)carbonyl]-, 2,2,2-trifluoroethyl ester
• CAS No.: 203640-41-9
• Molecular Formula: C13H14F3NO4
• Molecular Weight: 305.254
• Mol file: 203640-41-9.mol

Synonyms:

Chemical Property of L-Alanine, N-[(phenylmethoxy)carbonyl]-, 2,2,2-trifluoroethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Alanine, N-[(phenylmethoxy)carbonyl]-, 2,2,2-trifluoroethyl ester

There total 1 articles about L-Alanine, N-[(phenylmethoxy)carbonyl]-, 2,2,2-trifluoroethyl ester 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:

methanol (67-56-1) + 2-Benzyloxycarbonylamino-propionic acid 2,2,2-trifluoro-ethyl ester (127862-65-1) → Cbz-D-Ala-OTfe + (S)-2-benzyloxycarbonylamino-propionic acid methyl ester (28819-05-8) + N-benzyloxycarbonyl-D-alanine methyl ester (28819-05-8,64562-95-4,67799-99-9) + Z-L-Ala 2,2,2-trifluoroethyl ester (203640-41-9)

Guidance literature:

With Carica papaya lipase; In cyclohexane; at 45 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1016/j.tetasy.2005.06.037

Reference yield: 94.0%

H-L-Leu-NH2 (687-51-4,13079-20-4,13366-40-0,15893-47-7) + Z-L-Ala 2,2,2-trifluoroethyl ester (203640-41-9) → Z-(S)-Ala-(S)-Leu-NH2 (18323-56-3)

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: 92.0%

L-phenylalanine tert-butyl ester (16874-17-2) + Z-L-Ala 2,2,2-trifluoroethyl ester (203640-41-9) → (S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-3-phenylpropanoate (6695-43-8)

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

upstream raw materials:

methanol

2-Benzyloxycarbonylamino-propionic acid 2,2,2-trifluoro-ethyl ester

Downstream raw materials:

N-Cbz-Ala

Z-(S)-Ala-(S)-Leu-NH₂

17β-(N-benzyloxycarbonyl-L-alanyl)aminoestra-1,3,5(10)-trien-3-ol

17β-(N-benzyloxycarbonyl-L-alanyl)hydrazonoestra-1,3,5(10)-trien-3-ol

Refernces

• 1、 Miyazawa, Toshifumi,Mio, Motoe,Watanabe, Yuko,Yamada, Takashi. "Resolution of non-proteinogenic amino acids via microbial lipase-catalyzed enantioselective transesterification". . p. 219 - 224. Retrieved 2008/09/20.