(S)-N-benzyl-β³-homophenylglycine

Base Information

• Chemical Name: (S)-N-benzyl-β³-homophenylglycine
• CAS No.: 308277-23-8
• Molecular Formula: C₁₆H₁₇NO₂
• Molecular Weight: 255.316
• Mol file: 308277-23-8.mol

Synonyms:(S)-N-benzyl-β³-homophenylglycine

Chemical Property of (S)-N-benzyl-β³-homophenylglycine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-benzyl-β³-homophenylglycine

There total 4 articles about (S)-N-benzyl-β³-homophenylglycine 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: 92.0%

rac-methyl 3-(benzylamino)-3-phenylpropanoate (150931-58-1) → (S)-N-benzyl-β3-homophenylglycine (308277-23-8) + (R)-N-benzyl-β3-homophenylglycine (67321-63-5) + (R)-N-benzyl-β-phenylalanine methyl ester + (S)-(-)-methyl 3-(N-benzylamino)-3-phenylpropanoate

Guidance literature:

With Candida antarctica lipase B; tert-Amyl alcohol; water; for 1h; enantioselective reaction; Milling; Resolution of racemate; Enzymatic reaction;

DOI:10.3762/bjoc.13.167

Reference yield:

β-phenyl β-(benzylamino) propionic acid (5678-50-2) → (S)-N-benzyl-β3-homophenylglycine (308277-23-8) + (R)-N-benzyl-β3-homophenylglycine (67321-63-5)

Guidance literature:

β-phenyl β-(benzylamino) propionic acid; (R,R)-chiral (salen)(OAc)cobalt(III) complex; In dichloromethane; water; at 10 ℃; for 24h;

(R,R)-chiral (salen)(OAc)cobalt(III) complex; In dichloromethane; at 10 ℃; for 24h; Further stages. Title compound not separated from byproducts.;

DOI:10.1039/b711477j

Reference yield:

N-benzyl hydroxylalmine (622-30-0) + N-<(E)-3'-phenylpropenoyl>pyrrolidinone (141236-49-9) → (S)-N-benzyl-β3-homophenylglycine (308277-23-8)

Guidance literature:

N-<(E)-3'-phenylpropenoyl>pyrrolidinone; With magnesium(II) perchlorate; chiral bisoxazoline; In dichloromethane; at 20 ℃; for 0.5h;

N-benzyl hydroxylalmine; In dichloromethane; at -60 ℃;

With samarium diiodide; In tetrahydrofuran; for 1h; Further stages.;

DOI:10.1021/ol006500e

upstream raw materials:

N-benzyl hydroxylalmine

N-<(E)-3'-phenylpropenoyl>pyrrolidinone

Cinnamoyl chloride

β-phenyl β-(benzylamino) propionic acid