(S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate

Base Information

• Chemical Name: (S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate
• CAS No.: 75760-11-1
• Molecular Formula: C12H16N2O4
• Molecular Weight: 252.27
• UNII: 2RHK8894G3
• Nikkaji Number: J1.143.400B
• Mol file: 75760-11-1.mol

Synonyms:75760-11-1;(S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate;3-Amino-n-[(phenylmethoxy)carbonyl]-alanine methyl ester;2RHK8894G3;methyl (2S)-3-amino-2-(phenylmethoxycarbonylamino)propanoate;3-Amino-N-((phenylmethoxy)carbonyl)-L-alanine methyl ester;L-Alanine, 3-amino-N-((phenylmethoxy)carbonyl)-, methyl ester;UNII-2RHK8894G3;SCHEMBL3258258;GPGOWAJADCIVNB-JTQLQIEISA-N;AKOS017343549;BS-34646;Methyl 2(S)-benzyloxycarbonylamino-3-aminopropionate;N-(Benzyloxycarbonyl)-3-amino-L-alanine methyl ester;(S)-methyl3-amino-2-(((benzyloxy)carbonyl)amino)propanoate;Nalpha -(carbobenzyloxy)-beta-(amino)-L-alanine, methyl ester;Nalpha-(carbobenzyloxy)-beta-(amino)-L-alanine, methyl ester;Nalpha -(benzyloxycarbonyl )-beta-(amino)-L-alanine, methyl ester;Nalpha -(benzyloxycarbonyl)-beta-(amino)-L-alanine, methyl ester;METHYL (2S)-3-AMINO-2-{[(BENZYLOXY)CARBONYL]AMINO}PROPANOATE

Chemical Property of (S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate

Chemical Property:

• Boiling Point: 423.7±45.0 °C(Predicted)
• PSA: 90.65000
• Density: 1.212±0.06 g/cm3(Predicted)
• LogP: 1.50430
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 252.11100700
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

3-AMINO-N-[(PHENYLMETHOXY)CARBONYL]-ALANINE METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate

There total 11 articles about (S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate 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: 100.0%

methanol (67-56-1) + (S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid (35761-26-3) → (S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate (75760-11-1)

Guidance literature:

With hydrogenchloride;

DOI:10.1016/S0960-894X(97)00256-4

Reference yield: 100.0%

methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-[(tert-butoxycarbonyl)amino]propanoate (58457-98-0) → (S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate (75760-11-1)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 0 ℃; for 0.5h;

DOI:10.1080/00397919308009829

Reference yield: 75.0%

methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-nitropropanoate (1333506-15-2) → (S)-methyl 3-amino-2-(((benzyloxy)carbonyl)amino)propanoate (75760-11-1)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In methanol; at -5 ℃; for 0.416667h; Inert atmosphere;

DOI:10.1002/hlca.201100013

upstream raw materials:

methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-[(tert-butoxycarbonyl)amino]propanoate

N-(benzyloxycarbonyl)asparagine methyl ester

methanol

(S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-3-[(S)-2-tert-butoxycarbonylamino-3-(5-oxo-2,5-dihydro-isoxazol-4-yl)-propionylamino]-propionic acid methyl ester

methyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-[(tert-butoxycarbonyl)amino]propanoate

(S)-2-Benzyloxycarbonylamino-3-{2-[(R)-3-(4-cyano-phenyl)-4,5-dihydro-isoxazol-5-yl]-acetylamino}-propionic acid methyl ester

4-{2-[2-((S)-2-Benzyloxycarbonylamino-2-methoxycarbonyl-ethylcarbamoyl)-4-oxo-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazin-5-yl]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Brummel, Beau R.,Giambalvo, Lauren N.,Gross, Kristopher G.,Kobra, Khadijatul,Lex, Timothy R.,McMillen, Colin D.,Panda, Soham,Pennington, William T.,Swasy, Maria I.,Whitehead, Daniel C.. "Design and synthesis of Fmoc-SPPS-ready iodoarene amino acid pre-catalysts and their reactivity in the catalytic oxytosylation of ketones". supporting information. . Retrieved 2020/02/22.
• 2、 -. "TRICYCLIC COMPOUNDS". Paragraph 0610; 0611; 0612. . Retrieved 2014/06/25.