(R)-methyl 2-(benzylamino)-3-phenylpropanoate

Base Information

• Chemical Name: (R)-methyl 2-(benzylamino)-3-phenylpropanoate
• CAS No.: 84028-90-0
• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.343
• DSSTox Substance ID: DTXSID201255101
• Nikkaji Number: J981.561I
• Mol file: 84028-90-0.mol

Synonyms:(R)-methyl 2-(benzylamino)-3-phenylpropanoate;84028-90-0;SCHEMBL3959739;GVTZTBHOYNXMKJ-MRXNPFEDSA-N;DTXSID201255101;AKOS023050668;N-(Phenylmethyl)-D-phenylalanine methyl ester;methyl (2R)-2-(benzylamino)-3-phenylpropanoate

Chemical Property of (R)-methyl 2-(benzylamino)-3-phenylpropanoate

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 269.141578849
• Heavy Atom Count: 20
• Complexity: 281

Purity/Quality:

99% ^*data from raw suppliers

Bzl-D-Phe-OMe*HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=CC=C1)NCC2=CC=CC=C2
• Isomeric SMILES: COC(=O)[C@@H](CC1=CC=CC=C1)NCC2=CC=CC=C2

Technology Process of (R)-methyl 2-(benzylamino)-3-phenylpropanoate

There total 32 articles about (R)-methyl 2-(benzylamino)-3-phenylpropanoate 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: 98.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + benzaldehyde (100-52-7) → (S)-2-benzylamino-3-phenyl-propionic acid methyl ester (66399-75-5,84028-90-0)

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane;

DOI:10.3987/COM-05-S(T)52

Reference yield: 92.0%

methyl (L)-3-phenyllactate triflate (84028-86-4) + benzylamine (100-46-9) → (2R)-benzylamino-3-phenylpropionic acid methyl ester (84028-90-0)

Guidance literature:

In dichloromethane; for 2h; Ambient temperature;

Reference yield: 90.0%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + benzaldehyde (100-52-7) → (S)-2-benzylamino-3-phenyl-propionic acid methyl ester (66399-75-5,84028-90-0)

Guidance literature:

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride; benzaldehyde; With triethylamine; In methanol; at 20 ℃; for 1.5h; Inert atmosphere;

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.7b02315

upstream raw materials:

(S)-2-(benzylidene-amino)-3-phenyl-propionic acid methyl ester

methyl (2S)-2-amino-3-phenylpropanoate

benzyl bromide

benzaldehyde

Downstream raw materials:

(S)-2-(benzyl-tert-butoxycarbonyl-amino)-3-phenyl-propionic acid methyl ester

(S)-2-(Acetyl-benzyl-amino)-3-phenyl-propionic acid methyl ester

(S)-2-[Benzyl-(2-cyano-acetyl)-amino]-3-phenyl-propionic acid methyl ester

3-phenylpropanoic acid methyl ester