Phenyl-thioacetic acid S-((3R,8aS)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl) ester

Base Information

• Chemical Name: Phenyl-thioacetic acid S-((3R,8aS)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl) ester
• CAS No.: 100665-26-7
• Molecular Formula: C₁₆H₁₈N₂O₃S
• Molecular Weight: 318.397

Synonyms:Phenyl-thioacetic acid S-((3R,8aS)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl) ester

Chemical Property of Phenyl-thioacetic acid S-((3R,8aS)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl) ester

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Technology Process of Phenyl-thioacetic acid S-((3R,8aS)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl) ester

There total 3 articles about Phenyl-thioacetic acid S-((3R,8aS)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl) 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: 60.0%

(S)-1-(3-tert-Butyldisulfanyl-2-phenylacetylamino-propionyl)-pyrrolidine-2-carboxylic acid 4-nitro-phenyl ester (100665-23-4) → Phenyl-thioacetic acid S-((3R,8aS)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl) ester (100665-26-7)

Guidance literature:

With tributylphosphine; In propan-1-ol; water; for 10h; Ambient temperature;

DOI:10.1016/S0040-4039(00)98242-X

Reference yield:

(S)-1-((S)-3-tert-Butyldisulfanyl-2-phenylacetylamino-propionyl)-pyrrolidine-2-carboxylic acid → Phenyl-thioacetic acid S-((3R,8aS)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl) ester (100665-26-7)

Guidance literature:

Multi-step reaction with 2 steps

1: DCCI

2: 60 percent / n-Bu₃P / propan-1-ol; H₂O / 10 h / Ambient temperature

With tributylphosphine; dicyclohexyl-carbodiimide; In propan-1-ol; water;

DOI:10.1016/S0040-4039(00)98242-X

Reference yield:

(S)-1-((S)-3-tert-Butyldisulfanyl-2-phenylacetylamino-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester → Phenyl-thioacetic acid S-((3R,8aS)-1,4-dioxo-octahydro-pyrrolo[1,2-a]pyrazin-3-ylmethyl) ester (100665-26-7)

Guidance literature:

Multi-step reaction with 3 steps

1: CF₃COOH

2: DCCI

3: 60 percent / n-Bu₃P / propan-1-ol; H₂O / 10 h / Ambient temperature

With tributylphosphine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In propan-1-ol; water;

DOI:10.1016/S0040-4039(00)98242-X

upstream raw materials:

(S)-1-(3-tert-Butyldisulfanyl-2-phenylacetylamino-propionyl)-pyrrolidine-2-carboxylic acid 4-nitro-phenyl ester

Downstream raw materials:

3-mercaptomethylhexahydropyrrolo[1,2-a]pyrazin-1,4-dione

2-phenylacetylhydrazine

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