Boc-L-aspartic acid 1-benzyl ester

Base Information

• Chemical Name: Boc-L-aspartic acid 1-benzyl ester
• CAS No.: 30925-18-9
• Molecular Formula: C16H21NO6
• Molecular Weight: 323.346
• Hs Code.: 29242990
• European Community (EC) Number: 685-355-5
• DSSTox Substance ID: DTXSID90426912
• Nikkaji Number: J934.891C
• Wikidata: Q72448539
• Mol file: 30925-18-9.mol

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

Chemical Property of Boc-L-aspartic acid 1-benzyl ester

Chemical Property:

• Vapor Pressure: 5.43E-11mmHg at 25°C
• Melting Point: 95-97 °C
• Refractive Index: -22.6 ° (C=1, MeOH)
• Boiling Point: 504.3 °C at 760 mmHg
• PKA: 4.09±0.19(Predicted)
• Flash Point: 258.8 °C
• PSA: 101.93000
• Density: 1.219 g/cm³
• LogP: 2.48870
• Storage Temp.: Store at 0°C
• Solubility.: Soluble in dichloromethane
• 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

N-tert-Butoxycarbonyl-L-aspartic Acid α-Benzyl Ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC(=O)O)C(=O)OCC1=CC=CC=C1
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC(=O)O)C(=O)OCC1=CC=CC=C1
• Uses: N-Boc-L-aspartic acid 1-benzyl ester is used as a local anesthetic and also used in agrochemical, pharmaceutical and dyestuff field.

Technology Process of Boc-L-aspartic acid 1-benzyl ester

There total 5 articles about Boc-L-aspartic acid 1-benzyl 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: 70.0%

Boc-Asp-OH (13726-67-5) + benzyl alcohol (100-51-6,185532-71-2) → 2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9)

Guidance literature:

With ethylenediaminetetraacetic acid; rac-cysteine; papain; In dichloromethane; at 37 ℃; for 8h;

DOI:10.1016/S0040-4020(01)81493-9

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + toluene-4-sulfonic acid (104-15-4) + aspartic Acid (617-45-8,25608-40-6,27881-03-4,32505-46-7,52526-39-3) + benzyl alcohol (100-51-6,185532-71-2) → 2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9)

Guidance literature:

toluene-4-sulfonic acid; aspartic Acid; benzyl alcohol; In benzene; Heating;

With hydrogen bromide; acetic acid;

di-tert-butyl dicarbonate; With sodium carbonate; In water; isopropyl alcohol; at 0 ℃; Further stages.;

DOI:10.1039/b104137c

Reference yield:

Boc-L-Asp(OPTMSE)-OBzl (275827-12-8) → 2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In dichloromethane; at 20 ℃;

upstream raw materials:

Boc-Asp-OH

benzyl alcohol

tert-Butyl 4-nitrophenyl carbonate

(S)-3-amino-4-(benzyloxy)-4-oxobutanoic acid

Downstream raw materials:

1-N-(1-benzyl N-(tert-butyloxycarbonyl)-4-aspart-4-oyl)-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)amine

2-acetamido-3,4,6-tri-O-acetyl-1-N-<1-benzyl N-(tert-butyloxycarbonyl)-L-4-aspart-4-oyl>-2-deoxy-D-glucopyranosylamine

(S)-2-tert-Butoxycarbonylamino-succinic acid 1-benzyl ester 4-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

Boc-Asp(OChp)-OBzl

Refernces

• 1、 Wagner, Michael,Kunz, Horst. "(2-Phenyl-2-trimethylsilyl)ethyl (PTMSE) esters - A novel carboxyl protecting group". . p. 400 - 402. Retrieved 2007/10/03.