L-3,3-diphenylalaninesultam hydrochloride

Base Information

• Chemical Name: L-3,3-diphenylalaninesultam hydrochloride
• CAS No.: 138566-20-8
• Molecular Formula: C₂₅H₃₀N₂O₃S*ClH
• Molecular Weight: 475.052
• Mol file: 138566-20-8.mol

Synonyms:L-3,3-diphenylalaninesultam hydrochloride

Chemical Property of L-3,3-diphenylalaninesultam hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-3,3-diphenylalaninesultam hydrochloride

There total 4 articles about L-3,3-diphenylalaninesultam hydrochloride 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: 89.0%

N-(diphenylmethylene)-L-3,3-diphenylalaninesultam (138566-19-5) → benzophenone (119-61-9) + L-3,3-diphenylalaninesultam hydrochloride (138566-20-8)

Guidance literature:

With hydrogenchloride; silica gel; In chloroform; at 40 ℃; for 2h; sonication;

DOI:10.1016/0040-4039(91)80217-T

Reference yield: 89.0%

N-(diphenylmethylene)-L-3,3-diphenylalaninesultam (138566-19-5) → L-3,3-diphenylalaninesultam hydrochloride (138566-20-8)

Guidance literature:

With hydrogenchloride; silica gel; In chloroform; at 40 ℃; for 2h;

DOI:10.1021/jm00037a009

Reference yield:

2-(benzhydrylideneamino)-1-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01.5]dec-4-yl)ethanone (138566-17-3) → L-3,3-diphenylalaninesultam hydrochloride (138566-20-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi, HMPA / 1.) hexane, THF, from -78 deg C to RT, 2.) hexane, THF, RT, 5 d

2: 89 percent / 0.5 N aq. HCl, silica gel / CHCl₃ / 2 h / 40 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; silica gel; In chloroform;

DOI:10.1021/jm00037a009

upstream raw materials:

N-(diphenylmethylene)-L-3,3-diphenylalaninesultam

2-(benzhydrylideneamino)-1-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1.5]dec-4-yl)ethanone

Bromodiphenylmethane

Downstream raw materials:

(2S)-2-tert-butoxycarbonylamino-3,3-diphenyl-propionic acid

(2S)-3,3-Diphenylalanine hydrochloride

(S)-β,β-diphenyl-α-alanine

Refernces

• 1、 Josien,Martin Chassaing. "Asymmetric synthesis of L-diphenylalanine and L-9-fluorenylglycine via room temperature alkylations of a sultam-derived glycine imine". . p. 6547 - 6550. Retrieved 2007/10/02.