N-TRIFLUOROACETYL-L-G-GLUTAMYL-L-CYSTEINE DIMETHYL ESTER, (2-2') DISULPHIDE

Base Information

• Chemical Name: N-TRIFLUOROACETYL-L-G-GLUTAMYL-L-CYSTEINE DIMETHYL ESTER, (2-2') DISULPHIDE
• CAS No.: 84344-30-9
• Molecular Formula: C₂₄H₃₂F₆N₄O₁₂S₂
• Molecular Weight: 746.66
• Mol file: 84344-30-9.mol

Synonyms:N-TRIFLUOROACETYL-L-G-GLUTAMYL-L-CYSTEINE DIMETHYL ESTER, (2-2’) DISULPHIDE

Chemical Property of N-TRIFLUOROACETYL-L-G-GLUTAMYL-L-CYSTEINE DIMETHYL ESTER, (2-2') DISULPHIDE

Chemical Property:

• Boiling Point: 846.5±65.0 °C(Predicted)
• PKA: 9.18±0.46(Predicted)
• PSA: 272.20000
• Density: 1.423±0.06 g/cm3(Predicted)
• LogP: 1.24760

Purity/Quality:

97% ^*data from raw suppliers

N-TRIFLUOROACETYL-L-G-GLUTAMYL-L-CYSTEINE DIMETHYL ESTER (2-2') DISULPHIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-TRIFLUOROACETYL-L-G-GLUTAMYL-L-CYSTEINE DIMETHYL ESTER, (2-2') DISULPHIDE

There total 4 articles about N-TRIFLUOROACETYL-L-G-GLUTAMYL-L-CYSTEINE DIMETHYL ESTER, (2-2') DISULPHIDE 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:

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → (S)-4-((R)-1-Methoxycarbonyl-2-{(R)-2-methoxycarbonyl-2-[(S)-4-methoxycarbonyl-4-(2,2,2-trifluoro-acetylamino)-butyrylamino]-ethyldisulfanyl}-ethylcarbamoyl)-2-(2,2,2-trifluoro-acetylamino)-butyric acid methyl ester (84344-30-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 55 percent

2: 0.03 h / Heating

3: thionyl chloride / diethyl ether; dimethylformamide / 2 h / 23 °C

4: 1.) triethylamine / 1.) THF, 23 deg C, 15 h

With thionyl chloride; triethylamine; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)88671-2

Reference yield:

(S)-N-(2,6-dioxotetrahydro-2H-pyran-3-yl)-2,2,2-trifluoroacetamide (1535-57-5) → (S)-4-((R)-1-Methoxycarbonyl-2-{(R)-2-methoxycarbonyl-2-[(S)-4-methoxycarbonyl-4-(2,2,2-trifluoro-acetylamino)-butyrylamino]-ethyldisulfanyl}-ethylcarbamoyl)-2-(2,2,2-trifluoro-acetylamino)-butyric acid methyl ester (84344-30-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.03 h / Heating

2: thionyl chloride / diethyl ether; dimethylformamide / 2 h / 23 °C

3: 1.) triethylamine / 1.) THF, 23 deg C, 15 h

With thionyl chloride; triethylamine; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)88671-2

Reference yield:

N-Tfa-L-Glu-OMe (23403-47-6,1709-65-5) → (S)-4-((R)-1-Methoxycarbonyl-2-{(R)-2-methoxycarbonyl-2-[(S)-4-methoxycarbonyl-4-(2,2,2-trifluoro-acetylamino)-butyrylamino]-ethyldisulfanyl}-ethylcarbamoyl)-2-(2,2,2-trifluoro-acetylamino)-butyric acid methyl ester (84344-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / diethyl ether; dimethylformamide / 2 h / 23 °C

2: 1.) triethylamine / 1.) THF, 23 deg C, 15 h

With thionyl chloride; triethylamine; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)88671-2

upstream raw materials:

N-Tfa-Glu(Cl)-OMe

L-cystine dimethyl ester dihydrochloride

L-glutamic acid

(S)-N-(2,6-dioxotetrahydro-2H-pyran-3-yl)-2,2,2-trifluoroacetamide

Downstream raw materials:

(S)-4-((R)-2-Mercapto-1-methoxycarbonyl-ethylcarbamoyl)-2-(2,2,2-trifluoro-acetylamino)-butyric acid methyl ester