(S)-Methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate

Base Information

• Chemical Name: (S)-Methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate
• CAS No.: 65615-90-9
• Molecular Formula: C15H22N2O4
• Molecular Weight: 294.351
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID501157152
• Nikkaji Number: J3.293.032H
• Mol file: 65615-90-9.mol

Synonyms:65615-90-9;4-Amino-N-(tert-butoxycarbonyl)-L-phenylalanine Methyl Ester;Boc-Phe(4-NH2)-OMe;(S)-Methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate;Methyl (2S)-3-(4-aminophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate;4-Amino-N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine Methyl Ester;methyl 4-amino-N-(tert-butoxycarbonyl)-L-phenylalaninate;(S)-3-(4-Aminophenyl)-2-tert-butoxycarbonylaminopropionic acid methyl ester;(S)-3-[4-Aminophenyl)-2-tert-butoxycarbonylaminopropionic acid methyl ester;4-amino-N-[(1,1-dimethylethoxy)carbonyl)-L-phenylalanine methyl ester;SCHEMBL3498608;DTXSID501157152;MFCD11655908;STK695503;AKOS005606688;Methyl (2S)-3-(4-aminophenyl)-2-[(tert-butoxycarbonyl)amino]propanoate;AS-37751;n-boc-4-amino-l-phenylalanine methyl ester;CS-0154521;N-(t-butoxycarbonyl)-4-amino-L-phenylalanine methylester;N-(tert-Butoxycarbonyl)-4-amino-L-phenylalanine methyl ester;methyl-(S)-3-(4-aminophenyl)-2-(N-t-butoxycarbonylamino)propanoate;(S)-3-(4-amino-phenyl)-tert-butoxycarbonylamino-propionic acid methyl ester;4-(amino)-N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine methyl ester;4-amino-N-[(1,1-dimethylethoxyl)carbonyl]-L-phenylalanine methyl ester;methyl (2S)-3-(4-aminophenyl)-2-(tert-butoxycarbonylamino)propanoate;(S)-3-(4-Amino-phenyl)-2-tert-butoxycarbonylamino propionic acid methyl ester;(S)-3-(4-amino-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester;(S)-3-[4-aminophenyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester;(S)-Methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate (Boc-L-Phe(4-NH2)-OMe)

Chemical Property of (S)-Methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate

Chemical Property:

• Appearance/Colour: Brown solid
• Melting Point: 67-69?C
• Boiling Point: 460.159 °C at 760 mmHg
• Flash Point: 232.096 °C
• PSA: 90.65000
• Density: 1.149 g/cm³
• LogP: 2.84970
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 294.15795719
• Heavy Atom Count: 21
• Complexity: 357

Purity/Quality:

98%min ^*data from raw suppliers

Boc-Phe(4-NH2)-OMe 95% ^*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(CC1=CC=C(C=C1)N)C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)N)C(=O)OC

Technology Process of (S)-Methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate

There total 9 articles about (S)-Methyl 3-(4-aminophenyl)-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: 100.0%

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoate (65615-89-6) → (S)-methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate (65615-90-9)

Guidance literature:

With ammonium chloride; zinc; In methanol; water; at 20 - 50 ℃;

Reference yield: 79.0%

N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester (93267-04-0,170848-34-7,889670-02-4) + p-aminoiodobenzene (540-37-4) → (S)-methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate (65615-90-9)

Guidance literature:

N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester; With iodine; zinc; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

p-aminoiodobenzene; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo902238n

Reference yield: 55.0%

methanol (67-56-1) + L-N-tert-butoxycarbonyl-p-aminophenylalanine (55533-24-9,164332-89-2) → (S)-methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate (65615-90-9)

Guidance literature:

With thionyl chloride; at -10 - 20 ℃; for 3h;

DOI:10.1016/j.bmc.2014.09.015

upstream raw materials:

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoate

Boc-Phe(p-NO₂)-OH

di-tert-butyl dicarbonate

4-nitro-3-phenyl-L-alanine

Downstream raw materials:

C₂₄H₃₀N₄O₇S

(S)-2-tert-butoxycarbonylamino-3-[4-(2,6-dichloro-benzoylamino)-phenyl]-propionic acid methyl ester

(S)-2-(4-(2-(tert-butoxycarbonylamino)-3-methoxy-3-oxopropyl)phenylamino)benzoic acid

N-Boc-4-(2,6-dichloroisonicotinamido)phenylalanine methyl ester