(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-oxopentanoic acid

Base Information

Chemical Name:(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-oxopentanoic acid
CAS No.:144005-47-0
Molecular Formula:C₁₀H₁₇NO₅
Molecular Weight:231.249
Hs Code.:
European Community (EC) Number:895-375-8
Nikkaji Number:J3.410.378J

Synonyms:SCHEMBL12486933;144005-47-0;EN300-3222154;(2S)-2-{[(tert-butoxy)carbonyl]amino}-4-oxopentanoic acid

Suppliers and Price of (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-oxopentanoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-oxopentanoic acid

Chemical Property:

XLogP3:0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:6
Exact Mass:231.11067264
Heavy Atom Count:16
Complexity:292

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

Technology Process of (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-oxopentanoic acid

There total 1 articles about (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-oxopentanoic acid 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: 6.0%

: 6600-40-4,498-18-0
L-Norvaline

: 24424-99-5
di-tert-butyl dicarbonate

: 637032-00-9
((3S,5S)-5-Methyl-2-oxo-tetrahydro-furan-3-yl)-carbamic acid tert-butyl ester

: 637032-00-9
((3S,5R)-5-Methyl-2-oxo-tetrahydro-furan-3-yl)-carbamic acid tert-butyl ester

: 15761-39-4,59433-50-0
1-(tert-butoxycarbonyl)-L-proline

: 144005-47-0
(2S)-2-(tert-butoxycarbonylamino)-4-oxopentanoic acid

Guidance literature:: L-Norvaline; With potassium tetrachloroplatinate; copper dichloride; In water; at 160 ℃; for 10h;

di-tert-butyl dicarbonate; With sodium hydroxide; In tetrahydrofuran; ethanol; at 20 ℃; pH=10; Further stages.;
DOI:10.1021/ja016280f

Reference yield:

: 144005-47-0
(2S)-2-(tert-butoxycarbonylamino)-4-oxopentanoic acid

: N-{(S)-1-[(S)-1-((1S,2R)-1-Carbamoyl-2-hydroxy-propylcarbamoyl)-3-methyl-butylcarbamoyl]-3-oxo-butyl}-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) HOBt, EDC*HCl, NMM, 2.) NMM / 1) THF, 0 deg C, 5 min; 2) THF, DMF, 0 deg C, 1 h, rt, overnight

2: TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

3: Et₃N / dioxane / 1) 0 deg C, 1 h; 2) rt, overnight

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane;
DOI:10.1021/jo9802123