1,2,4-Piperazinetricarboxylic acid, 6-hydroxy-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester, (2S)-

Base Information

• Chemical Name: 1,2,4-Piperazinetricarboxylic acid, 6-hydroxy-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester, (2S)-
• CAS No.: 194934-76-4
• Molecular Formula: C18H24N2O7
• Molecular Weight: 380.398
• Mol file: 194934-76-4.mol

Synonyms:

Chemical Property of 1,2,4-Piperazinetricarboxylic acid, 6-hydroxy-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2,4-Piperazinetricarboxylic acid, 6-hydroxy-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester, (2S)-

There total 8 articles about 1,2,4-Piperazinetricarboxylic acid, 6-hydroxy-, 1-(1,1-dimethylethyl) 4-(phenylmethyl) ester, (2S)- 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:

(S)-N2-(tert-butoxycarbonyl)-N3-(benzyloxycarbonyl)-N3-(2-propenyl)-2,3-diaminopropanoic acid (194934-75-3) → (S)-6-Hydroxy-piperazine-1,2,4-tricarboxylic acid 4-benzyl ester 1-tert-butyl ester (194934-76-4)

Guidance literature:

With dimethylsulfide; ozone; Multistep reaction; 1) CH2Cl2, MeOH, dry ice/acetone bath, 6 psi O2; 2) CH2Cl2, CH3OH, cooling --> rt, 20 h;

DOI:10.1021/jo970823f

Reference yield:

C18H26N2O7 → (S)-6-Hydroxy-piperazine-1,2,4-tricarboxylic acid 4-benzyl ester 1-tert-butyl ester (194934-76-4)

Guidance literature:

With Dess-Martin periodane;

Reference yield:

(S)-3-(tert-butoxycarbonylamino)-oxetan-2-one (98541-64-1) → (S)-6-Hydroxy-piperazine-1,2,4-tricarboxylic acid 4-benzyl ester 1-tert-butyl ester (194934-76-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / acetonitrile / 4 h / Ambient temperature

2: 97 percent / aq. NaHCO₃ / acetone / 2 h / Ambient temperature

3: 1.) O₃, 2.) Me₂S / 1) CH₂Cl₂, MeOH, dry ice/acetone bath, 6 psi O₂; 2) CH₂Cl₂, CH₃OH, cooling --> rt, 20 h

With dimethylsulfide; sodium hydrogencarbonate; ozone; In acetone; acetonitrile;

DOI:10.1021/jo970823f

upstream raw materials:

(S)-N₂-(tert-butoxycarbonyl)-N₃-(benzyloxycarbonyl)-N₃-(2-propenyl)-2,3-diaminopropanoic acid

(S)-3-(tert-butoxycarbonylamino)-oxetan-2-one

benzyl chloroformate

(S)-3-Allylamino-2-tert-butoxycarbonylamino-propionic acid

Downstream raw materials:

(S)-4-(benzyloxycarbonyl)piperazine-2-carboxylic acid

(S)-4-(benzyloxycarbonyl)-1-(tert-butyloxycarbonyl)-piperazine-2-carboxylic acid