(3aR,6S,6aS)-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2,4-dicarboxylic acid 4-benzyl ester 2-tert-butyl ester

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Chemical Name:(3aR,6S,6aS)-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2,4-dicarboxylic acid 4-benzyl ester 2-tert-butyl ester
CAS No.:648934-49-0
Molecular Formula:C₃₅H₄₈N₄O₇
Molecular Weight:636.789
Hs Code.:

(3aR,6S,6aS)-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2,4-dicarboxylic acid 4-benzyl ester 2-tert-butyl ester

Synonyms:(3aR,6S,6aS)-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2,4-dicarboxylic acid 4-benzyl ester 2-tert-butyl ester

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Chemical Property of (3aR,6S,6aS)-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2,4-dicarboxylic acid 4-benzyl ester 2-tert-butyl ester

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Technology Process of (3aR,6S,6aS)-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2,4-dicarboxylic acid 4-benzyl ester 2-tert-butyl ester

There total 12 articles about (3aR,6S,6aS)-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2,4-dicarboxylic acid 4-benzyl ester 2-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: 42.0%

: (2R)-2-{N-tert-butoxycarbonyl-N'-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-hydrazinomethyl}-6-oxa-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid benzyl ester

: 648934-49-0
(3aR,6S,6aS)-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2,4-dicarboxylic acid 4-benzyl ester 2-tert-butyl ester

Guidance literature:: With potassium carbonate; In acetonitrile; at 60 ℃;
DOI:10.1016/j.bmcl.2005.01.022

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 648934-49-0
(3aR,6S,6aS)-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2,4-dicarboxylic acid 4-benzyl ester 2-tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 79 percent / Et₃N / methanol / 60 °C

2: 97 percent / Pd(PPh₃)4; PhSiH₃ / CH₂Cl₂

3: 63 percent / dimethylformamide

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

5: 84 percent / HBTU; HOBT; NMM / dimethylformamide

6: 62 percent / m-chloroperoxybenzoic acid / CH₂Cl₂

7: 42 percent / potassium carbonate / acetonitrile / 60 °C

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; potassium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
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

: 648934-49-0
(3aR,6S,6aS)-1-[(2S)-2-(4-tert-butylbenzoylamino)-4-methylpentanoyl]-6-hydroxyhexahydropyrrolo[3,2-c]pyrazole-2,4-dicarboxylic acid 4-benzyl ester 2-tert-butyl ester

Guidance literature:: Multi-step reaction with 12 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

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