(3S,6R,7aR)-6-benzyl-3-tert-butyl-1,6,7,7a-tetrahydro-5-oxopyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 7a-methyl ester

Base Information

Chemical Name:(3S,6R,7aR)-6-benzyl-3-tert-butyl-1,6,7,7a-tetrahydro-5-oxopyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 7a-methyl ester
CAS No.:380429-49-2
Molecular Formula:C₂₀H₂₅NO₆
Molecular Weight:375.422
Hs Code.:

Synonyms:(3S,6R,7aR)-6-benzyl-3-tert-butyl-1,6,7,7a-tetrahydro-5-oxopyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 7a-methyl ester

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Chemical Property of (3S,6R,7aR)-6-benzyl-3-tert-butyl-1,6,7,7a-tetrahydro-5-oxopyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 7a-methyl ester

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Technology Process of (3S,6R,7aR)-6-benzyl-3-tert-butyl-1,6,7,7a-tetrahydro-5-oxopyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 7a-methyl ester

There total 3 articles about (3S,6R,7aR)-6-benzyl-3-tert-butyl-1,6,7,7a-tetrahydro-5-oxopyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 7a-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: 100.0%

: 380429-47-0
(3S,6R,7aR)-6-benzyl-3-tert-butyl-1,6,7,7a-tetrahydro-5-oxopyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 6-benzyl ester 7a-methyl ester

: 380429-49-2
(3S,6R,7aR)-6-benzyl-3-tert-butyl-1,6,7,7a-tetrahydro-5-oxopyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 7a-methyl ester

Guidance literature:: With hydrogen; 20percent Pd(OH)2/C; In tert-butyl alcohol; at 20 ℃; under 750.075 Torr;
DOI:10.1021/jo010626n

Reference yield:

: 148943-77-5
(2S,4R)-(+)-Dimethyl-2-(1,1-dimethylethyl)-3,4-oxazolidindicarboxylat

: 380429-49-2
(3S,6R,7aR)-6-benzyl-3-tert-butyl-1,6,7,7a-tetrahydro-5-oxopyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 7a-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: LDA / tetrahydrofuran / 12 h / -78 °C

2: 300 mg / NaH / dimethylformamide

3: 100 percent / H₂ / 20percent Pd(OH)2/C / 2-methyl-propan-2-ol / 20 °C / 750.08 Torr

With hydrogen; sodium hydride; lithium diisopropyl amide; 20percent Pd(OH)2/C; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo010626n

Reference yield:

: 380429-45-8
3-tert-butyl-5-oxo-dihydro-pyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 6-benzyl ester 7a-methyl ester

: 380429-49-2
(3S,6R,7aR)-6-benzyl-3-tert-butyl-1,6,7,7a-tetrahydro-5-oxopyrrolo[1,2-c]oxazole-6,7a-dicarboxylic acid 7a-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 300 mg / NaH / dimethylformamide

2: 100 percent / H₂ / 20percent Pd(OH)2/C / 2-methyl-propan-2-ol / 20 °C / 750.08 Torr

With hydrogen; sodium hydride; 20percent Pd(OH)2/C; In N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo010626n