(R)-2-(((Benzyloxy)carbonyl)amino)-3,3-dimethylbutanoic acid

Base Information

• Chemical Name: (R)-2-(((Benzyloxy)carbonyl)amino)-3,3-dimethylbutanoic acid
• CAS No.: 70874-05-4
• Molecular Formula: C14H19NO4
• Molecular Weight: 265.309
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70448637
• Nikkaji Number: J1.507.651H
• Wikidata: Q72516492
• Mol file: 70874-05-4.mol

Synonyms:70874-05-4;(R)-2-(((Benzyloxy)carbonyl)amino)-3,3-dimethylbutanoic acid;CBZL-D-TERT-LEUCINE;Cbz-D-tert-leucine;(2R)-3,3-dimethyl-2-(phenylmethoxycarbonylamino)butanoic acid;D-Valine, 3-methyl-N-[(phenylmethoxy)carbonyl]-;DTXSID70448637;CS-M3087;VCA87405;MFCD07368370;ZB0877;AKOS015841171;AC-26599;AM808170;CS-13427;HY-77630;PD196080;N-[(Benzyloxy)carbonyl]-3-methyl-D-valine;EN300-6283536;(R)-2-(CBZ-AMINO)-3,3-DIMETHYLBUTANOIC ACID;(2R)-2-(Benzyloxycarbonylamino)-3,3-dimethylbutyric acid;(R)-2-(benzyloxycarbonylamino)-3,3-dimethylbutanoic acid;(2R)-2-{[(benzyloxy)carbonyl]amino}-3,3-dimethylbutanoic acid;(R)-2-(CbZ-Amino)-3,3-dimethylbutanoic acid (CbZ-D-Gly(tBu)-OH)

Chemical Property of (R)-2-(((Benzyloxy)carbonyl)amino)-3,3-dimethylbutanoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.528
• Boiling Point: 436.368oC at 760 mmHg
• PKA: 4.01±0.10(Predicted)
• Flash Point: 217.708oC
• PSA: 75.63000
• Density: 1.16g/cm3
• LogP: 2.80300
• Storage Temp.: 2-8°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 265.13140809
• Heavy Atom Count: 19
• Complexity: 316

Purity/Quality:

98%,99%, ^*data from raw suppliers

D-Valine,3-methyl-N-[(phenylmethoxy)carbonyl]- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(C(=O)O)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: CC(C)(C)[C@H](C(=O)O)NC(=O)OCC1=CC=CC=C1

Technology Process of (R)-2-(((Benzyloxy)carbonyl)amino)-3,3-dimethylbutanoic acid

There total 2 articles about (R)-2-(((Benzyloxy)carbonyl)amino)-3,3-dimethylbutanoic 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:

benzyl chloroformate (501-53-1,94274-21-2) → Z-D-Tle (70874-05-4)

Guidance literature:

With sodium hydroxide; unter Kuehlung;

Reference yield:

2(S)-{(benzyloxycarbonyl)amino}-3,3-dimethylbutanoic acid (68222-59-3) → Z-D-Tle (70874-05-4)

Guidance literature:

DOI:10.1246/bcsj.52.1539

Reference yield: 100.0%

tert-butyl 3-oxo-4-(4-piperidinyl)-1-piperazinecarboxylate (856418-53-6) + Z-D-Tle (70874-05-4) → tert-butyl 4-(((2R)-2-(benzyloxycarbonylamino)-3,3-dimethylbutyroyl)-4-piperidinyl)-3-oxo-1-piperazinecarboxylate (856418-54-7)

Guidance literature:

Z-D-Tle; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 20 ℃; for 0.25h;

tert-butyl 3-oxo-4-(4-piperidinyl)-1-piperazinecarboxylate; With triethylamine; at 20 ℃; for 15h;

upstream raw materials:

2(S)-{(benzyloxycarbonyl)amino}-3,3-dimethylbutanoic acid

benzyl chloroformate

Downstream raw materials:

(R)-4-tert-butyl-oxazolidine-2,5-dione

D-tert-leucine

Z-D-Tle-L-Val-OMe

((R)-1-Dimethylcarbamoyl-2,2-dimethyl-propyl)-carbamic acid benzyl ester