Boc-Asp(OBzl)-OH

Base Information

• Chemical Name: Boc-Asp(OBzl)-OH
• CAS No.: 7536-58-5
• Molecular Formula: C16H21NO6
• Molecular Weight: 323.346
• Hs Code.: 2924 29 70
• European Community (EC) Number: 231-406-8
• UNII: LQ5UR33F4Q
• DSSTox Substance ID: DTXSID40884402
• Nikkaji Number: J276.799F
• Wikidata: Q72448536
• ChEMBL ID: CHEMBL1299590
• Mol file: 7536-58-5.mol

Synonyms:Boc-Asp-OBzl;t-butyloxycarbonylaspartic acid alpha-benzyl ester

Chemical Property of Boc-Asp(OBzl)-OH

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 3.81E-11mmHg at 25°C
• Melting Point: 98-102 °C
• Refractive Index: -20 ° (C=2, DMF)
• Boiling Point: 508.1 °C at 760 mmHg
• PKA: 3.65±0.23(Predicted)
• Flash Point: 261.1 °C
• PSA: 101.93000
• Density: 1.219 g/cm³
• LogP: 2.48870
• Storage Temp.: -20°C
• Solubility.: almost transparency in N,N-DMF
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 323.13688739
• Heavy Atom Count: 23
• Complexity: 423

Purity/Quality:

99% ^*data from raw suppliers

Boc-L-Aspartic acid-4-benzyl ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC(=O)OCC1=CC=CC=C1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC(=O)OCC1=CC=CC=C1)C(=O)O
• Uses: N-?[(1,?1-?Dimethylethoxy)?carbonyl]?-?L-?Aspartic acid 4-?(Phenylmethyl) Ester is L-Aspartic Acid (A790024) with side chain and N-terminus protected. L-Aspartic Acid is a non-essential amino acid found in food sources.

Technology Process of Boc-Asp(OBzl)-OH

There total 17 articles about Boc-Asp(OBzl)-OH 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: 99.0%

N-Boc-L-aspartic acid (β-benzyl) α-phenacyl ester (149636-02-2) → BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0)

Guidance literature:

With Octanethiol; tetrabutylammonium fluoride (on alumina); In tetrahydrofuran; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)73561-1

Reference yield: 91.0%

2-tert-butoxycarbonylamino-succinic acid 4-benzyl ester 1-(2-cyano-ethyl) ester (130052-03-8) → BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0)

Guidance literature:

With piperidine; In acetonitrile; Ambient temperature;

DOI:10.1007/BF00607542

Reference yield: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-Aspartic acid β-benzyl ester p-toluenesulfonate → BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; for 12h; Ambient temperature;

DOI:10.1021/jo00061a006

upstream raw materials:

tert-butyl fluoroformate

(S)-2-amino-4-(benzyloxy)-4-oxobutanoic acid

t-butylpentachlorophenyl carbonate

di-tert-butyl dicarbonate

Downstream raw materials:

Boc-Asp-OH

Boc-Glu(OBzl)-OH

1-benzyl 5-methyl (R)-3-tert-butoxycarbonylaminoglutarate

4-benzyl 1-methyl N-(tert-butoxycarbonyl)-L-aspartate