(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) ester

Base Information

• Chemical Name: (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) ester
• CAS No.: 109276-71-3
• Molecular Formula: C₂₂H₂₆N₂O₆S
• Molecular Weight: 446.524
• Mol file: 109276-71-3.mol

Synonyms:(S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) ester

Chemical Property of (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) ester

There total 6 articles about (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) 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:

1-hydroxy-2(1H)-pyridinethione (1121-30-8) + Boc-Glu-OBn (30924-93-7) → (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) ester (109276-71-3)

Guidance literature:

With 4-methyl-morpholine; triethylamine; isobutyl chloroformate; Multistep reaction; 1.) THF, -15 deg C, 5 min; 2.) THF, -15 deg C, 1h;

DOI:10.1016/S0040-4020(01)86053-1

Reference yield:

Boc-Glu-OBn (30924-93-7) → (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) ester (109276-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethylmorpholine / tetrahydrofuran / 0.17 h / -10 °C

2: Et₃N / tetrahydrofuran

With N-ethylmorpholine;; triethylamine; In tetrahydrofuran;

DOI:10.1039/b411545g

Reference yield:

tert-butyl chloroformate (24608-52-4) → (S)-2-tert-Butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-(2-thioxo-2H-pyridin-1-yl) ester (109276-71-3)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / dimethylformamide / 0.08 h / -15 °C

2: dimethylformamide / 0.33 h

With 4-methyl-morpholine; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)99583-2

upstream raw materials:

1-hydroxy-2(1H)-pyridinethione

Boc-Glu-OBn

2-mercaptopyridine-1-oxide sodium salt

tert-butyl chloroformate

Downstream raw materials:

benzyl N-tert-butoxycarbonyl-2-amino-6-diethoxyphosphonate-L-caproic ester

(E)-(S)-6-tert-Butoxycarbonylamino-hept-2-enedioic acid 7-benzyl ester 1-methyl ester

2-L-N-Boc aminopimelic acid

(2S)-L-α-Aminopimelic acid