(3aR,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl ester

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Chemical Name:(3aR,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl ester
CAS No.:648934-56-9
Molecular Formula:C₃₄H₄₄N₄O₆
Molecular Weight:604.747
Hs Code.:

(3aR,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl ester

Synonyms:(3aR,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl ester

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Chemical Property of (3aR,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl ester

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Technology Process of (3aR,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl ester

There total 13 articles about (3aR,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl 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: 81.0%

: 648934-51-4
(3aR,6S,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl ester

: 648934-56-9
(3aR,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane;
DOI:10.1016/j.bmcl.2005.01.022

Reference yield:

: 5211-24-5
(2S)-2,5-dihydro-1H-pyrrole-1,2-dicarboxylic acid 2-methyl 1-(phenylmethyl) ester

: 648934-56-9
(3aR,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: 90 percent / LiBH₄ / methanol; tetrahydrofuran

2: Et₃N / CH₂Cl₂

3: sodium azide / dimethylformamide / 110 °C

4: 74 percent / PPh₃; H₂O / dioxane / 50 °C

5: 36 percent / CH₂Cl₂

6: 79 percent / Et₃N / methanol / 60 °C

7: 97 percent / Pd(PPh₃)4; PhSiH₃ / CH₂Cl₂

8: 63 percent / dimethylformamide

9: 96 percent / Pd(PPh₃)4; PhSiH₃ / CH₂Cl₂

10: 84 percent / HBTU; HOBT; NMM / dimethylformamide

11: 62 percent / m-chloroperoxybenzoic acid / CH₂Cl₂

12: 42 percent / potassium carbonate / acetonitrile / 60 °C

13: H₂ / Pd/C / ethanol

14: dimethylformamide

15: 81 percent / Dess-Martin periodinane / CH₂Cl₂

With 4-methyl-morpholine; lithium borohydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; phenylsilane; water; hydrogen; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 15: Dess-Martin oxidation;
DOI:10.1016/j.bmcl.2005.01.022

Reference yield:

: 648934-22-9
(S)-2-azidomethyl-2,5-dihydropyrrole-1-carboxylic acid benzyl ester

: 648934-56-9
(3aR,6aS)-4-benzoyl-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-oxo-hexahydropyrrolo[3,2-c]pyrazole-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 74 percent / PPh₃; H₂O / dioxane / 50 °C

2: 36 percent / CH₂Cl₂

3: 79 percent / Et₃N / methanol / 60 °C

4: 97 percent / Pd(PPh₃)4; PhSiH₃ / CH₂Cl₂

5: 63 percent / dimethylformamide

6: 96 percent / Pd(PPh₃)4; PhSiH₃ / CH₂Cl₂

7: 84 percent / HBTU; HOBT; NMM / dimethylformamide

8: 62 percent / m-chloroperoxybenzoic acid / CH₂Cl₂

9: 42 percent / potassium carbonate / acetonitrile / 60 °C

10: H₂ / Pd/C / ethanol

11: dimethylformamide

12: 81 percent / Dess-Martin periodinane / CH₂Cl₂

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; water; hydrogen; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; palladium on activated charcoal; In 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 12: Dess-Martin oxidation;
DOI:10.1016/j.bmcl.2005.01.022