tert-Butyl L-alaninate

Base Information

• Chemical Name: tert-Butyl L-alaninate
• CAS No.: 21691-50-9
• Molecular Formula: C7H15 N O2
• Molecular Weight: 145.202
• European Community (EC) Number: 244-532-3
• DSSTox Substance ID: DTXSID20176074
• Nikkaji Number: J225.418B
• Wikidata: Q76006109
• ChEMBL ID: CHEMBL1221419
• Mol file: 21691-50-9.mol

Synonyms:tert-Butyl L-alaninate;21691-50-9;(S)-tert-Butyl 2-aminopropanoate;L-alanine tert-butyl ester;tert-butyl (2S)-2-aminopropanoate;L-ALANINE t-BUTYL ESTER;(S)-TERT-BUTYL 2-AMINOPROPANOATE HCL;L-Ala-OBut;L-Ala-OtBu;L-Alanine tert-butyl;alanine t-butyl ester;L-alanine-t-butyl ester;alanine, tert-butyl ester;L-Alanine tert-butylester;H-Ala-OC(CH3)3;(L)-alanine-t-butyl ester;(S)alanine, t-butyl ester;SCHEMBL3297;(S)-alanin tert-butyl ester;(S)-alanine, t-butyl ester;CHEMBL1221419;(S)-L-alanine tert-butyl ester;(S)-tert-Butyl2-aminopropanoate;DTXSID20176074;L-alanine 1,1-dimethylethyl ester;EINECS 244-532-3;L-alanine 1,1 -dimethylethyl ester;MFCD00270591;AKOS010367578;AS-75963;CS-0169316;D97549;EN300-148423;A919464

Chemical Property of tert-Butyl L-alaninate

Chemical Property:

• Vapor Pressure: 2.1mmHg at 25°C
• Boiling Point: 163.1°Cat760mmHg
• PKA: 7.82±0.29(Predicted)
• Flash Point: 37°C
• PSA: 52.32000
• Density: 0.957g/cm³
• LogP: 1.37560
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 145.110278721
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

tert-butyl(2S)-2-aminopropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC(C)(C)C)N
• Isomeric SMILES: C[C@@H](C(=O)OC(C)(C)C)N

Technology Process of tert-Butyl L-alaninate

There total 18 articles about tert-Butyl L-alaninate 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%

tert-butyl L-alaninate hydrochloride (13404-22-3) → Ala-OtBu (21691-50-9)

Guidance literature:

With potassium carbonate; In water;

DOI:10.1039/c4cc06739h

Reference yield: 89.0%

(S)-2-(benzyloxycarbonylamino)propionic acid tert-butyl ester (50300-96-4) → Ala-OtBu (21691-50-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 6h;

DOI:10.1021/jo030192r

Reference yield: 60.0%

(S)-2-[(1S,4R)-1-(tert-Butylsulfamoyl-methyl)-7,7-dimethyl-bicyclo[2.2.1]hept-(2E)-ylideneamino]-propionic acid tert-butyl ester → Ala-OtBu (21691-50-9)

Guidance literature:

With sodium hydroxide; hydroxylamine hydrochloride; acetic acid; In methanol; chloroform; at 25 ℃; for 24h;

DOI:10.1016/S0040-4020(97)00372-4

upstream raw materials:

L-alanin

isobutene

N-Cbz-Ala

(S)-2-(benzyloxycarbonylamino)propionic acid tert-butyl ester

Downstream raw materials:

N-[(1,1-dimethylethoxy)carbonyl]-L-alanine 1,1-dimethylethyl ester

(S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)propanoate

CARBOBENZYLOXYSARCOSYL-L-ALANINE

Z-Sar-Ala-O-tBu

Refernces

• 1、 Ichitsuka, Tomohiro,Komatsuzaki, Shingo,Masuda, Koichiro,Koumura, Nagatoshi,Sato, Kazuhiko,Kobayashi, Shū. "Stereoretentive N-Arylation of Amino Acid Esters with Cyclohexanones Utilizing a Continuous-Flow System". supporting information. p. 10844 - 10848. Retrieved 2021/05/31.
• 2、 Kang, Qi-Kai,Selvakumar, Sermadurai,Maruoka, Keiji. "Asymmetric Synthesis of α-Amino Acids by Organocatalytic Biomimetic Transamination". supporting information. p. 2294 - 2297. Retrieved 2019/04/10.