3-benzhydryl-9b-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole

Base Information

Chemical Name:3-benzhydryl-9b-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole
CAS No.:501657-49-4
Molecular Formula:C₂₆H₂₇N
Molecular Weight:353.507
Hs Code.:

3-benzhydryl-9b-methyl-2,3,3a,4,5,9b-hexahydro-1<i>H</i>-benzo[<i>e</i>]indole

Synonyms:3-benzhydryl-9b-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole

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Chemical Property of 3-benzhydryl-9b-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole

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Technology Process of 3-benzhydryl-9b-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole

There total 13 articles about 3-benzhydryl-9b-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole 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: 78.0%

: 91-00-9
Benzhydrylamine

: 283585-32-0
((R)-1-Methyl-2-oxo-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetaldehyde

: 501657-49-4
3-benzhydryl-9b-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole

Guidance literature:: Benzhydrylamine; ((R)-1-Methyl-2-oxo-1,2,3,4-tetrahydro-naphthalen-1-yl)-acetaldehyde;

With sodium cyanoborohydride;
DOI:10.1002/1521-3773(20020916)41:18<3492::AID-ANIE3492>3.0.CO;2-P

Reference yield:

: 154547-92-9
(S)-4-tert-Butyl-2-[(1S,2S)-2-(dimethyl-phenyl-silanyl)-1-methyl-1,2-dihydro-naphthalen-1-yl]-4,5-dihydro-oxazole

: 501657-49-4
3-benzhydryl-9b-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole

Guidance literature:: Multi-step reaction with 9 steps

1.1: MeOTf / CH₂Cl₂ / 20 °C

1.2: NaBH₄ / methanol; tetrahydrofuran / 0.5 h / 0 °C

1.3: 97 percent / oxalic acid / tetrahydrofuran; H₂O / 4 h / Heating

2.1: 98 percent / H₂ / Pd/C / ethanol / 10 h

3.1: 100 percent / NH₄OAc / 24 h / 120 °C

4.1: 100 percent / NaBH₄; 1N HCl / acetonitrile; H₂O / 4 h / 20 °C / pH 3 - 6

5.1: 0.33 percent / CH₃CO₃H; Et₃N / 0 - 20 °C

6.1: 93 percent / TPAP; NMO; molecular sieves 3A / CH₂Cl₂

7.1: 90 percent / LAH / tetrahydrofuran / 0.5 h

8.1: 100 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

9.1: NaCNBH₃ / methanol / -78 - 20 °C

With hydrogenchloride; peracetic acid; sodium tetrahydroborate; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; oxalyl dichloride; 3 A molecular sieve; ammonium acetate; hydrogen; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; methyl trifluoromethanesulfonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetonitrile; 1.1: Methylation / 1.2: Reduction / 1.3: Hydrolysis / 2.1: Catalytic hydrogenation / 3.1: Condensation / 4.1: Reduction / 5.1: Tamao oxidation / 6.1: Cyclization / 7.1: Reduction / 8.1: Oxidation / 9.1: Cyclization;
DOI:10.1021/jo0001131

Reference yield:

: 132912-17-5
1-<4'-(S)-tert-butyloxazolin-2'-yl>naphthalene

: 501657-49-4
3-benzhydryl-9b-methyl-2,3,3a,4,5,9b-hexahydro-1H-benzo[e]indole

Guidance literature:: Multi-step reaction with 10 steps

1.1: Li / tetrahydrofuran / 3.5 h

1.2: diethyl ether / 87 h / -72 °C

1.3: 90 percent / -72 - -20 °C

2.1: MeOTf / CH₂Cl₂ / 20 °C

2.2: NaBH₄ / methanol; tetrahydrofuran / 0.5 h / 0 °C

2.3: 97 percent / oxalic acid / tetrahydrofuran; H₂O / 4 h / Heating

3.1: 98 percent / H₂ / Pd/C / ethanol / 10 h

4.1: 100 percent / NH₄OAc / 24 h / 120 °C

5.1: 100 percent / NaBH₄; 1N HCl / acetonitrile; H₂O / 4 h / 20 °C / pH 3 - 6

6.1: 0.33 percent / CH₃CO₃H; Et₃N / 0 - 20 °C

7.1: 93 percent / TPAP; NMO; molecular sieves 3A / CH₂Cl₂

8.1: 90 percent / LAH / tetrahydrofuran / 0.5 h

9.1: 100 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

10.1: NaCNBH₃ / methanol / -78 - 20 °C

With hydrogenchloride; peracetic acid; sodium tetrahydroborate; lithium aluminium tetrahydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; oxalyl dichloride; 3 A molecular sieve; ammonium acetate; hydrogen; lithium; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; methyl trifluoromethanesulfonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetonitrile; 1.1: Metallation / 1.2: Addition / 1.3: Methylation / 2.1: Methylation / 2.2: Reduction / 2.3: Hydrolysis / 3.1: Catalytic hydrogenation / 4.1: Condensation / 5.1: Reduction / 6.1: Tamao oxidation / 7.1: Cyclization / 8.1: Reduction / 9.1: Oxidation / 10.1: Cyclization;
DOI:10.1021/jo0001131