(S)-Methyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate

Base Information

• Chemical Name: (S)-Methyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate
• CAS No.: 61040-20-8
• Molecular Formula: C9H18N2O4
• Molecular Weight: 218.253
• Hs Code.: 2924199090
• UNII: F23WZP7XJR
• DSSTox Substance ID: DTXSID20471738
• Nikkaji Number: J741.064F
• Wikidata: Q72438309
• Mol file: 61040-20-8.mol

Synonyms:61040-20-8;(S)-Methyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate;3-Amino-N-Boc-L-alanine methyl ester;Boc-dap-ome;methyl (2S)-3-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;F23WZP7XJR;3-Amino-N-((1,1-dimethylethoxy)carbonyl)-L-alanine methyl ester;L-Alanine, 3-amino-N-((1,1-dimethylethoxy)carbonyl)-, methyl ester;L-Alanine, 3-amino-N-[(1,1-dimethylethoxy)carbonyl]-, methyl ester;(S)-Methyl 3-amino-2-((tert-butoxycarbonyl)-amino)propanoate;methyl (S)-3-amino-2-((tert-butoxycarbonyl)amino)propanoate;UNII-F23WZP7XJR;SCHEMBL1770995;DTXSID20471738;HNGRJOCEIWGCTB-LURJTMIESA-N;methyl (2S)-3-amino-2-{[(tert-butoxy)carbonyl]amino}propanoate;AKOS015920434;PD196461;Methyl 3-amino-N-(tert-butoxycarbonyl)-L-alaninate;methyl 3-amino-2(S)-(tert-butoxycarbonylamino)propanoate;(S)-Methyl3-amino-2-((tert-butoxycarbonyl)amino)propanoate

Chemical Property of (S)-Methyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.464
• Boiling Point: 337.676 °C at 760 mmHg
• PKA: 10.78±0.46(Predicted)
• Flash Point: 158.021 °C
• PSA: 90.65000
• Density: 1.108 g/cm³
• LogP: 1.10260
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 218.12665706
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

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

(S)-Methyl3-amino-2-((tert-butoxycarbonyl)-amino)propanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CN)C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CN)C(=O)OC

Technology Process of (S)-Methyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate

There total 18 articles about (S)-Methyl 3-amino-2-((tert-butoxycarbonyl)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: 99.0%

(S)-3-amino-2-tert-butoxycarbonylaminopropionic acid (76387-70-7) + diazomethyl-trimethyl-silane (18107-18-1) → (S)-methyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate (61040-20-8)

Guidance literature:

In methanol; diethyl ether; dichloromethane; at 20 ℃; for 2h;

Reference yield: 96.0%

Nβ-benzyloxycarbonyl-Nα-Boc-(S)-β-aminoalanine methyl ester (61040-22-0) → (S)-methyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate (61040-20-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃;

DOI:10.1039/c4ob02169j

Reference yield: 87.0%

Nα-(tert-butoxycarbonyl)-(S)-asparagine methyl ester (124842-28-0) → (S)-methyl 3-amino-2-((tert-butoxycarbonyl)amino)propanoate (61040-20-8)

Guidance literature:

With pyridine; bis-[(trifluoroacetoxy)iodo]benzene; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00083-0

upstream raw materials:

di-tert-butyl dicarbonate

(L)-2,3-diaminopropionic acid methyl ester dihydrochloride

N^β-benzyloxycarbonyl-N^α-Boc-(S)-β-aminoalanine methyl ester

(S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(4-phenyl-1H-1,2,3-triazol-1-yl)propanoate

Downstream raw materials:

3-(N^α-benzoyl-glycyl-prolyl-leucyl-amino)-2(S)-(tert-butyloxycarbonylamino)propionic acid methyl ester

2-tert-butoxycarbonylamino-3-[3-(4-nitro-phenyl)-ureido]-propionic acid methyl ester

C₂₇H₄₃O₈N₃

(S)-3-benzyloxycarbonylamino-2-tert-butoxycarbonylaminopropionamide

Refernces

• 1、 -. "LINKING AMINO ACID SEQUENCES, MANUFACTURING METHOD THEREOF, AND USE THEREOF". Page/Page column 172. . Retrieved 2021/08/20.
• 2、 Aiello, Donatella,Athanassopoulos, Constantinos M.,Mazzotti, Fabio,Siciliano, Carlo,Temperini, Andrea,de Luca, Pierantonio. "2,3-Diaminopropanols obtained from D-serine as intermediates in the synthesis of protected 2,3-L-diaminopropanoic acid (L-DAP) methyl esters". . . Retrieved 2020/03/23.