(S)-2-tert-Butoxycarbonylamino-4-[(Z)-toluene-4-sulfonylimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester

Base Information

• Chemical Name: (S)-2-tert-Butoxycarbonylamino-4-[(Z)-toluene-4-sulfonylimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester
• CAS No.: 630128-04-0
• Molecular Formula: C₂₇H₃₄N₂O₈S
• Molecular Weight: 546.642
• Mol file: 630128-04-0.mol

Synonyms:(S)-2-tert-Butoxycarbonylamino-4-[(Z)-toluene-4-sulfonylimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester

Chemical Property of (S)-2-tert-Butoxycarbonylamino-4-[(Z)-toluene-4-sulfonylimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-tert-Butoxycarbonylamino-4-[(Z)-toluene-4-sulfonylimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester

There total 4 articles about (S)-2-tert-Butoxycarbonylamino-4-[(Z)-toluene-4-sulfonylimino]-hexanedioic acid 1-benzyl ester 6-ethyl 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: 56.0%

P-toluenesulfonyl cyanide (19158-51-1) + (S)-2-tert-Butoxycarbonylamino-4-[(Z)-hydroxyimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester (630128-02-8) → (S)-2-tert-Butoxycarbonylamino-4-[(Z)-toluene-4-sulfonylimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester (630128-04-0)

Guidance literature:

With triethylamine; In tetrachloromethane; at 0 - 20 ℃; for 11.5h;

DOI:10.1016/S0968-0896(03)00182-2

Reference yield:

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester (30925-18-9) → (S)-2-tert-Butoxycarbonylamino-4-[(Z)-toluene-4-sulfonylimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester (630128-04-0)

Guidance literature:

Multi-step reaction with 4 steps

1: DMAP; isopropenyl chloroformate / CH₂Cl₂ / 1 h / -5 °C

2: 92 percent / benzene / Heating

3: NH₂OH*HCl; Na₂CO₃ / ethanol / Heating

4: 56 percent / Et₃N / CCl₄ / 11.5 h / 0 - 20 °C

With dmap; Isopropenyl chloroformate; hydroxylamine hydrochloride; sodium carbonate; triethylamine; In tetrachloromethane; ethanol; dichloromethane; benzene;

DOI:10.1016/S0968-0896(03)00182-2

Reference yield:

(2S)-2-tert-butoxycarbonylamino-4-oxo-hexane-dioic acid 1-benzyl ester 6-ethyl ester (250291-82-8) → (S)-2-tert-Butoxycarbonylamino-4-[(Z)-toluene-4-sulfonylimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester (630128-04-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl; Na₂CO₃ / ethanol / Heating

2: 56 percent / Et₃N / CCl₄ / 11.5 h / 0 - 20 °C

With hydroxylamine hydrochloride; sodium carbonate; triethylamine; In tetrachloromethane; ethanol;

DOI:10.1016/S0968-0896(03)00182-2

upstream raw materials:

P-toluenesulfonyl cyanide

(S)-2-tert-Butoxycarbonylamino-4-[(Z)-hydroxyimino]-hexanedioic acid 1-benzyl ester 6-ethyl ester

2-tert-butoxycarbonylamino-succinic acid 1-benzyl ester

(2S)-2-tert-butoxycarbonylamino-4-oxo-hexane-dioic acid 1-benzyl ester 6-ethyl ester