Alanine, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Alanine, 1,1-dimethylethyl ester
• CAS No.: 16367-69-4
• Molecular Formula: C7H15NO2
• Molecular Weight: 145.202
• Mol file: 16367-69-4.mol

Synonyms:

Chemical Property of Alanine, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Alanine, 1,1-dimethylethyl ester

There total 5 articles about Alanine, 1,1-dimethylethyl 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:

t-butyl pyruvate (76849-54-2) → Ala-OtBu (21691-50-9) + tert-butyl D-alaninate (16367-69-4,21691-50-9,59624-87-2)

Guidance literature:

t-butyl pyruvate; With p-nitrobenzylamine; C₄₂H₃₆F₆N⁽¹⁺⁾*C₁₀H₁₁O₂^(1-); In 1,3,5-trimethyl-benzene; at 20 ℃; for 16h; Molecular sieve;

With hydrogenchloride; In tetrahydrofuran; water; 1,3,5-trimethyl-benzene; at 0 ℃; for 1h; Reagent/catalyst; enantioselective reaction;

DOI:10.1021/acs.orglett.9b00588

Reference yield:

N-(diphenylmethylene)glycine tert-butyl ester (81477-94-3) + methyl iodide (74-88-4) → Ala-OtBu (21691-50-9) + tert-butyl D-alaninate (16367-69-4,21691-50-9,59624-87-2)

Guidance literature:

With potassium hydroxide; hydrogen cation; N-anthracenyl methyl cinchonidium chloride; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) PhMe, H₂O, 3 h, RT; 2.) H₂O;

DOI:10.1016/S0040-4039(97)10293-3

Reference yield:

tert-butyl N-(diphenylmethylene)alaninate (226900-13-6) → Ala-OtBu (21691-50-9) + tert-butyl D-alaninate (16367-69-4,21691-50-9,59624-87-2)

Guidance literature:

With citric acid; In tetrahydrofuran; water; for 4h; Inert atmosphere;

DOI:10.1002/cctc.201600283

upstream raw materials:

2-(2,2,2-Trifluoro-acetylamino)-propionic acid tert-butyl ester

N-(diphenylmethylene)glycine tert-butyl ester

methyl iodide

tert-butyl N-(diphenylmethylene)alaninate

Downstream raw materials:

2-[(2S,5R)-2-Isopropyl-5-methyl-cyclohex-(E)-ylideneamino]-propionic acid tert-butyl ester

tert-butyl 2-(benzamido)propanoate

N-(phenylmethylene)alanine t-butyl ester