5H-Thiazolo[3,2-a]pyridine-3-carboxamide, 6-[[[(2,4-dinitrophenyl)amino]acetyl]amino]hexahydro-N-[2-[(4-nitrophen yl)amino]-2-oxoethyl]-5-oxo-

Base Information

• Chemical Name: 5H-Thiazolo[3,2-a]pyridine-3-carboxamide, 6-[[[(2,4-dinitrophenyl)amino]acetyl]amino]hexahydro-N-[2-[(4-nitrophen yl)amino]-2-oxoethyl]-5-oxo-
• CAS No.: 96661-95-9
• Molecular Formula: C₂₄H₂₄N₈O₁₀S
• Molecular Weight: 616.568
• Mol file: 96661-95-9.mol

Synonyms:

Chemical Property of 5H-Thiazolo[3,2-a]pyridine-3-carboxamide, 6-[[[(2,4-dinitrophenyl)amino]acetyl]amino]hexahydro-N-[2-[(4-nitrophen yl)amino]-2-oxoethyl]-5-oxo-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5H-Thiazolo[3,2-a]pyridine-3-carboxamide, 6-[[[(2,4-dinitrophenyl)amino]acetyl]amino]hexahydro-N-[2-[(4-nitrophen yl)amino]-2-oxoethyl]-5-oxo-

There total 9 articles about 5H-Thiazolo[3,2-a]pyridine-3-carboxamide, 6-[[[(2,4-dinitrophenyl)amino]acetyl]amino]hexahydro-N-[2-[(4-nitrophen yl)amino]-2-oxoethyl]-5-oxo- 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:

N-phthalyl-L-glutamic anhydride (25830-77-7,3085-92-5) → (R)-6-[2-(2,4-Dinitro-phenylamino)-acetylamino]-5-oxo-hexahydro-thiazolo[3,2-a]pyridine-3-carboxylic acid [(4-nitro-phenylcarbamoyl)-methyl]-amide (96661-95-9,98303-14-1)

Guidance literature:

Multi-step reaction with 9 steps

1: dicyclohexylamine / dioxane

2: 99 percent / ethyl acetate; diethyl ether

3: Raney-nickel / ethanol / Heating

4: pyridinium chlorochromate / CH₂Cl₂

5: AcONa / aq. ethanol

6: 10 h / 70 °C

7: DPPA, NEt₃ / dimethylformamide

8: N₂H₄*H₂O, AcOH / methanol

9: DPPA, NEt₃ / dimethylformamide

With diphenyl-phosphinic acid; sodium acetate; nickel; hydrazine hydrate; acetic acid; triethylamine; N-cyclohexyl-cyclohexanamine; pyridinium chlorochromate; In 1,4-dioxane; methanol; diethyl ether; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)89169-8

Reference yield:

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-oxo-pentanoic acid methyl ester (77603-47-5) → (R)-6-[2-(2,4-Dinitro-phenylamino)-acetylamino]-5-oxo-hexahydro-thiazolo[3,2-a]pyridine-3-carboxylic acid [(4-nitro-phenylcarbamoyl)-methyl]-amide (96661-95-9,98303-14-1)

Guidance literature:

Multi-step reaction with 5 steps

1: AcONa / aq. ethanol

2: 10 h / 70 °C

3: DPPA, NEt₃ / dimethylformamide

4: N₂H₄*H₂O, AcOH / methanol

5: DPPA, NEt₃ / dimethylformamide

With diphenyl-phosphinic acid; sodium acetate; hydrazine hydrate; acetic acid; triethylamine; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)89169-8

Reference yield:

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-pentanoic acid methyl ester (96661-90-4) → (R)-6-[2-(2,4-Dinitro-phenylamino)-acetylamino]-5-oxo-hexahydro-thiazolo[3,2-a]pyridine-3-carboxylic acid [(4-nitro-phenylcarbamoyl)-methyl]-amide (96661-95-9,98303-14-1)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridinium chlorochromate / CH₂Cl₂

2: AcONa / aq. ethanol

3: 10 h / 70 °C

4: DPPA, NEt₃ / dimethylformamide

5: N₂H₄*H₂O, AcOH / methanol

6: DPPA, NEt₃ / dimethylformamide

With diphenyl-phosphinic acid; sodium acetate; hydrazine hydrate; acetic acid; triethylamine; pyridinium chlorochromate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)89169-8

upstream raw materials:

DNP-Gly

(R)-6-Amino-5-oxo-hexahydro-thiazolo[3,2-a]pyridine-3-carboxylic acid [(4-nitro-phenylcarbamoyl)-methyl]-amide

N-phthalyl-L-glutamic anhydride

2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-oxo-pentanoic acid methyl ester

Refernces