(4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester

Base Information

• Chemical Name: (4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester
• CAS No.: 176908-39-7
• Molecular Formula: C₂₈H₃₂N₂O₆
• Molecular Weight: 492.572

Synonyms:(4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester

Chemical Property of (4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester

Chemical Property:

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Technology Process of (4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester

There total 1 articles about (4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl 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: 90.0%

di-tert-butyl dicarbonate (24424-99-5) + (4S,7R,8aR)-4,7-dibenzyl-7-methoxycarbonyl-3,6-dioxoperhydropyrrolo<1,2-a>pyrazine (141996-78-3) → (4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester (176908-39-7)

Guidance literature:

With dmap; TEA; In dichloromethane; for 2.5h; Ambient temperature;

DOI:10.1016/0040-4039(96)00296-1

Reference yield: 95.0%

methanol (67-56-1) + (4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester (176908-39-7) → (3R,5R)-3-Benzyl-5-(tert-butoxycarbonylamino-methyl)-1-((S)-1-methoxycarbonyl-2-phenyl-ethyl)-2-oxo-pyrrolidine-3-carboxylic acid methyl ester (176908-45-5)

Guidance literature:

With ammonia; for 0.3h; Ambient temperature;

DOI:10.1016/0040-4039(96)00296-1

Reference yield: 68.0%

(4S,7R,8aR)-4,7-Dibenzyl-3,6-dioxo-hexahydro-pyrrolo[1,2-a]pyrazine-2,7-dicarboxylic acid 2-tert-butyl ester 7-methyl ester (176908-39-7) → (3R,5R)-3-Benzyl-5-(tert-butoxycarbonylamino-methyl)-1-((S)-1-carboxy-2-phenyl-ethyl)-2-oxo-pyrrolidine-3-carboxylic acid + (3R,5R)-3-Benzyl-5-(tert-butoxycarbonylamino-methyl)-1-((S)-1-carboxy-2-phenyl-ethyl)-2-oxo-pyrrolidine-3-carboxylic acid methyl ester

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 5h; Ambient temperature;

DOI:10.1016/0040-4039(96)00296-1

upstream raw materials:

di-tert-butyl dicarbonate

(4S,7R,8aR)-4,7-dibenzyl-7-methoxycarbonyl-3,6-dioxoperhydropyrrolo<1,2-a>pyrazine

Downstream raw materials:

(3R,5R)-3-Benzyl-5-(tert-butoxycarbonylamino-methyl)-1-((S)-1-methoxycarbonyl-2-phenyl-ethyl)-2-oxo-pyrrolidine-3-carboxylic acid methyl ester

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