L-Aspartic acid, N-[(phenylmethoxy)carbonyl]-, 4-methyl ester

Base Information

• Chemical Name: L-Aspartic acid, N-[(phenylmethoxy)carbonyl]-, 4-methyl ester
• CAS No.: 3160-47-2
• Molecular Formula: C13H15NO6
• Molecular Weight: 281.265
• Hs Code.: 29242990
• European Community (EC) Number: 887-090-2
• Mol file: 3160-47-2.mol

Synonyms:3160-47-2;L-Aspartic acid, N-[(phenylmethoxy)carbonyl]-, 4-methyl ester

Chemical Property of L-Aspartic acid, N-[(phenylmethoxy)carbonyl]-, 4-methyl ester

Chemical Property:

• Vapor Pressure: 5.82E-11mmHg at 25°C
• Melting Point: 98 °C
• Refractive Index: 1.539
• Boiling Point: 503.6 °C at 760 mmHg
• PKA: 3.63±0.23(Predicted)
• Flash Point: 258.3 °C
• PSA: 101.93000
• Density: 1.304 g/cm³
• LogP: 1.32000
• Storage Temp.: −20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 280.08211217
• Heavy Atom Count: 20
• Complexity: 345

Purity/Quality:

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

Cbz-L-asparticacid4-methylester 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of L-Aspartic acid, N-[(phenylmethoxy)carbonyl]-, 4-methyl ester

There total 14 articles about L-Aspartic acid, N-[(phenylmethoxy)carbonyl]-, 4-methyl 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: 99.0%

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + β-methyl L-aspartate (2177-62-0) → N-(benzyloxycarbonyl)-L-aspartic acid 4-methyl ester (3160-47-2)

Guidance literature:

With potassium carbonate; In water; acetone; for 2h; Ambient temperature;

DOI:10.1016/0040-4020(95)00454-G

Reference yield: 95.0%

β-methyl L-aspartate (2177-62-0) + benzyl chloroformate (501-53-1,94274-21-2) → N-(benzyloxycarbonyl)-L-aspartic acid 4-methyl ester (3160-47-2)

Guidance literature:

With potassium carbonate; In diethyl ether; water; at 20 ℃; for 4h;

DOI:10.1002/ejoc.200300199

Reference yield: 91.0%

dimethyl (2S)-2-[(phenylmethoxy)carbonylamino]-butane-1,4-dioate (35909-93-4) → N-(benzyloxycarbonyl)-L-aspartic acid 4-methyl ester (3160-47-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1016/S0040-4020(97)01038-7

upstream raw materials:

(+)-β-methyl-L-aspartate hydrochloride

benzyl chloroformate

methanol

Isopropenyl chloroformate

Downstream raw materials:

(-)-N-Cbz-α-PNB-β-methyl-L-asparate

(S)-3-Benzyloxycarbonylamino-N-(2,4,6-trichloro-phenoxycarbonylmethyl)-succinamic acid methyl ester

(2S)-2-benzyloxycarbonylamino-succinic acid-4-methyl ester 1-(3-methyl-but-3-enyl)ester

ethyl (1S,3S,4S,5S,6R)-2-[(2S)-2-benzyloxycarbonylamino-3-methoxycarbonylpropionyl]-5,6-dihydroxy-2-azabicyclo[2.2.2]octane-3-carboxylate

Refernces

• 1、 Kabes, Connor Q.,Gunn, Jack H.,Selbst, Maximilian A.,Lucas, Reagan F.,Gladysz, John A.. "Syntheses of Enantiopure 1,2-Ethylenediamines with Tethered Secondary Amines of the Formula H 2NCH 2CH[(CH 2) nNHMe]NH 2(n = 1-4) from α-Amino Acids: New Agents for Asymmetric Catalysis". . p. 3277 - 3285. Retrieved 2020/11/02.
• 2、 -. "FUNCTIONALIZED LINEAR LIGANDS AND COMPLEXES THEREOF". Paragraph 00252; 00268; 00269; 00270. . Retrieved 2016/07/27.