(3R)-N-(tert-Butoxycarbonyl)-3-benzyl-beta-alanine methyl ester

Base Information

• Chemical Name: (3R)-N-(tert-Butoxycarbonyl)-3-benzyl-beta-alanine methyl ester
• CAS No.: 115313-20-7
• Molecular Formula: C₁₆H₂₃NO₄
• Molecular Weight: 293.363
• DSSTox Substance ID: DTXSID301161016
• Nikkaji Number: J949.209G
• Mol file: 115313-20-7.mol

Synonyms:SCHEMBL7239876;QNLBBFLTUQDDIB-CYBMUJFWSA-N;DTXSID301161016;115313-20-7;(3R)-N-(tert-Butoxycarbonyl)-3-benzyl-beta-alanine methyl ester;Methyl (betaR)-beta-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoate;(r)-beta-[[(1,1-dimethylethoxy)carbonyl]amino]-benzenebutanoic acid methyl ester

Chemical Property of (3R)-N-(tert-Butoxycarbonyl)-3-benzyl-beta-alanine methyl ester

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 293.16270821
• Heavy Atom Count: 21
• Complexity: 343

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1)CC(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC1=CC=CC=C1)CC(=O)OC

Technology Process of (3R)-N-(tert-Butoxycarbonyl)-3-benzyl-beta-alanine methyl ester

There total 18 articles about (3R)-N-(tert-Butoxycarbonyl)-3-benzyl-beta-alanine 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: 100.0%

(R)-3-t-butoxycarbonylamino-4-phenylbutyric acid (101555-61-7) + methyl iodide (74-88-4) → methyl 3-(R)-[N-(tert-butoxycarbonyl)amino]-4-phenylbutanoate (115313-20-7,142854-48-6)

Guidance literature:

With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1055/s-0029-1218743

Reference yield: 93.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl (Z)-3-amino-4-phenylbut-2-enoate (757951-23-8) → methyl 3-(R)-[N-(tert-butoxycarbonyl)amino]-4-phenylbutanoate (115313-20-7,142854-48-6)

Guidance literature:

With (R,S)-tert-butyl Josiphos; hydrogen; [Ph(COD)Cl]2; In methanol; at 20 ℃; for 18h; under 4654.33 - 5171.48 Torr;

DOI:10.1021/ol051862d

Reference yield: 93.0%

→ methyl 3-(R)-[N-(tert-butoxycarbonyl)amino]-4-phenylbutanoate (115313-20-7,142854-48-6)

Guidance literature:

upstream raw materials:

methanol

(3S)-tert-butyl 1-benzyl-3-diazo-2-oxopropylcarbamate

1-diazo-3(R)-<<(1,1-dimethylethoxy)carbonyl>amino>-4-phenyl-2-butanone

iodobenzene

Downstream raw materials:

(R)-tert-butyl 4-hydroxy-1-phenylbutan-2-ylcarbamate

(R)-[3-Bromo-1-(phenylmethyl)propyl]carbamic acid 1,1-dimethylethyl ester

(3R,6S)-3-(3-Azido-propyl)-6-benzyl-piperidin-2-one

(3S,6S)-3-(3-Azido-propyl)-6-benzyl-piperidin-2-one