methyl (3aS,4S,9bS)-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-8-carboxylate

Base Information

Chemical Name:methyl (3aS,4S,9bS)-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-8-carboxylate
CAS No.:936114-71-5
Molecular Formula:C₂₃H₂₈N₂O₃
Molecular Weight:380.487
Hs Code.:

Synonyms:methyl (3aS,4S,9bS)-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-8-carboxylate

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Chemical Property of methyl (3aS,4S,9bS)-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-8-carboxylate

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Technology Process of methyl (3aS,4S,9bS)-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-8-carboxylate

There total 17 articles about methyl (3aS,4S,9bS)-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-8-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: 96.0%

: 936114-66-8
(3aS,4S,9bS)-8-iodo-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-4-propyl acetate

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 936114-71-5
methyl (3aS,4S,9bS)-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-8-carboxylate

Guidance literature:: (3aS,4S,9bS)-8-iodo-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-4-propyl acetate; methanol; carbon monoxide; With sodium acetate; palladium diacetate; triphenylphosphine; at 120 ℃; for 24h; under 3878.71 Torr;

With sodium methylate; In dichloromethane; at 20 ℃;
DOI:10.3987/COM-16-S(S)81

Reference yield:

: 936114-56-6
(3aS,3bS,11bS)-10-iodo-1,2,3,3a,4,5,11b-octahydro-1-(phenylmethyl)-6H-dipyrrolo[1,2-a:3’,2’-c]-quinolin-6-one

: 936114-71-5
methyl (3aS,4S,9bS)-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-8-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / LiBH₄ / methanol; tetrahydrofuran / Heating

2: 80 percent / Et₃N / CH₂Cl₂

3: NaOAc / Pd(OAc)2 / dimethylformamide / 3102.89 Torr

4: NaOMe / methanol

With lithium borohydride; sodium methylate; sodium acetate; triethylamine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2007.02.008

Reference yield:

: 936114-61-3
(3aS,4S,9bS)-8-iodo-2,3,3a,4,5,9b-hexahydro-1-(phenylmethyl)-1H-pyrrolo[3,2-c]quinoline-4-propanol

: 936114-71-5
methyl (3aS,4S,9bS)-2,3,3a,4,5,9b-hexahydro-5-(3-oxobutanoyl)-1-(phenylmethyl)-1H-pyrrolo-[3,2-c]quinoline-8-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Et₃N / CH₂Cl₂

2: NaOAc / Pd(OAc)2 / dimethylformamide / 3102.89 Torr

3: NaOMe / methanol

With sodium methylate; sodium acetate; triethylamine; palladium diacetate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2007.02.008