(3R,3aR,9bR)-2-((R)-2-Hydroxy-1-phenyl-ethyl)-3-phenyl-2,3,3a,9b-tetrahydro-benzo[e]isoindol-1-one

Base Information

Chemical Name:(3R,3aR,9bR)-2-((R)-2-Hydroxy-1-phenyl-ethyl)-3-phenyl-2,3,3a,9b-tetrahydro-benzo[e]isoindol-1-one
CAS No.:349663-42-9
Molecular Formula:C₂₆H₂₃NO₂
Molecular Weight:381.474
Hs Code.:

Synonyms:(3R,3aR,9bR)-2-((R)-2-Hydroxy-1-phenyl-ethyl)-3-phenyl-2,3,3a,9b-tetrahydro-benzo[e]isoindol-1-one

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Chemical Property of (3R,3aR,9bR)-2-((R)-2-Hydroxy-1-phenyl-ethyl)-3-phenyl-2,3,3a,9b-tetrahydro-benzo[e]isoindol-1-one

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Technology Process of (3R,3aR,9bR)-2-((R)-2-Hydroxy-1-phenyl-ethyl)-3-phenyl-2,3,3a,9b-tetrahydro-benzo[e]isoindol-1-one

There total 6 articles about (3R,3aR,9bR)-2-((R)-2-Hydroxy-1-phenyl-ethyl)-3-phenyl-2,3,3a,9b-tetrahydro-benzo[e]isoindol-1-one 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: 66.0%

: 349663-29-2
Naphthalene-1-carboxylic acid benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amide

: 349663-42-9
(3R,3aR,9bR)-2-((R)-2-Hydroxy-1-phenyl-ethyl)-3-phenyl-2,3,3a,9b-tetrahydro-benzo[e]isoindol-1-one

Guidance literature:: Naphthalene-1-carboxylic acid benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amide; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 2h;

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; at -35 ℃; for 16h;
DOI:10.1016/S0040-4039(01)00502-0

Reference yield:

: 349663-29-2
Naphthalene-1-carboxylic acid benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amide

: (3S,3aS,9bS)-2-((R)-2-Hydroxy-1-phenyl-ethyl)-3-phenyl-2,3,3a,9b-tetrahydro-benzo[e]isoindol-1-one

: 349663-42-9
(3R,3aR,9bR)-2-((R)-2-Hydroxy-1-phenyl-ethyl)-3-phenyl-2,3,3a,9b-tetrahydro-benzo[e]isoindol-1-one

Guidance literature:: Naphthalene-1-carboxylic acid benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amide; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 2h;

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; at -35 ℃; for 16h;
DOI:10.1016/S0040-4039(01)00502-0

Reference yield:

: 875-74-1
(R)-phenylglycine

: 349663-42-9
(3R,3aR,9bR)-2-((R)-2-Hydroxy-1-phenyl-ethyl)-3-phenyl-2,3,3a,9b-tetrahydro-benzo[e]isoindol-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 50 percent / NaBH₄; H₂SO₄ / tetrahydrofuran

2.1: 66 percent / DBU / toluene

3.1: Et₃N / CH₂Cl₂

4.1: 79 percent / K₂CO₃ / methanol

5.1: t-BuLi / tetrahydrofuran / 2 h / -78 °C

5.2: DMPU / tetrahydrofuran / 16 h / -35 °C

With sodium tetrahydroborate; sulfuric acid; tert.-butyl lithium; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1016/S0040-4039(01)00502-0