diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate

Base Information

Chemical Name:diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate
CAS No.:643014-08-8
Molecular Formula:C₄₃H₄₅N₃O₆
Molecular Weight:699.847
Hs Code.:

diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate

Synonyms:diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate

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Chemical Property of diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate

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Technology Process of diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate

There total 13 articles about diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate 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: 64.0%

: 908093-98-1
diazodiphenylmethane

: 643014-07-7
(3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylic acid

: 643014-08-8
diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate

Guidance literature:: In dichloromethane;
DOI:10.1016/j.tetlet.2003.09.170

Reference yield:

: 88668-76-2
methyl (2S)-5-diazo-4-oxo-2-(2,2,2-trifluoroacetamido)-pentanoate

: 643014-08-8
diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: hydrobromic acid; CHCl₃ / 20 °C

2.1: 80 percent / LiBr / acetone / 79 h / 20 °C

3.1: acetonitrile / 46 h / 20 °C

3.2: 91 percent / PPh₃; Et₃N / acetonitrile; CH₂Cl₂ / 24 h / 20 °C

4.1: 56 percent / H₂; trifluoroacetic acid / Pd-C / methanol / 50 h / 3102.89 Torr

5.1: 29 percent / tBuMgCl / diethyl ether / 2 h / 0 °C

6.1: 86 percent / K₂CO₃ / methanol; H₂O / 2 h / Heating

7.1: 80 percent / TBTU; diisopropylethylamine / dimethylformamide / 20 °C

8.1: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 4 h / 20 °C

9.1: 64 percent / CH₂Cl₂ / 20 °C

With chloroform; tert-butylmagnesium chloride; hydrogen bromide; hydrogen; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium bromide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; 2.1: Finkelstein reaction / 3.1: Eschenmoser olefination / 3.2: Eschenmoser olefination;
DOI:10.1016/j.tet.2004.09.037

Reference yield:

: 90741-31-4
(S)-N-benzyl-5-thioxoproline tert-butyl ester

: 643014-08-8
diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-(fluoren-9-ylmethoxycarbonylamino)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetonitrile / 46 h / 20 °C

1.2: 91 percent / PPh₃; Et₃N / acetonitrile; CH₂Cl₂ / 24 h / 20 °C

2.1: 56 percent / H₂; trifluoroacetic acid / Pd-C / methanol / 50 h / 3102.89 Torr

3.1: 29 percent / tBuMgCl / diethyl ether / 2 h / 0 °C

4.1: 86 percent / K₂CO₃ / methanol; H₂O / 2 h / Heating

5.1: 80 percent / TBTU; diisopropylethylamine / dimethylformamide / 20 °C

6.1: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 4 h / 20 °C

7.1: 64 percent / CH₂Cl₂ / 20 °C

With tert-butylmagnesium chloride; hydrogen; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Eschenmoser olefination / 1.2: Eschenmoser olefination;
DOI:10.1016/j.tet.2004.09.037