(3R,11bS)-11-benzyl-3-phenyl-2,3,5,6-tetrahydro-11bH-oxazolo-<3',2':1,2>pyrido<3,4-b>indole

Base Information

• Chemical Name: (3R,11bS)-11-benzyl-3-phenyl-2,3,5,6-tetrahydro-11bH-oxazolo-<3',2':1,2>pyrido<3,4-b>indole
• CAS No.: 142605-18-3
• Molecular Formula: C₂₆H₂₄N₂O
• Molecular Weight: 380.489

Synonyms:(3R,11bS)-11-benzyl-3-phenyl-2,3,5,6-tetrahydro-11bH-oxazolo-<3',2':1,2>pyrido<3,4-b>indole

Chemical Property of (3R,11bS)-11-benzyl-3-phenyl-2,3,5,6-tetrahydro-11bH-oxazolo-<3',2':1,2>pyrido<3,4-b>indole

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Technology Process of (3R,11bS)-11-benzyl-3-phenyl-2,3,5,6-tetrahydro-11bH-oxazolo-<3',2':1,2>pyrido<3,4-b>indole

There total 4 articles about (3R,11bS)-11-benzyl-3-phenyl-2,3,5,6-tetrahydro-11bH-oxazolo-<3',2':1,2>pyrido<3,4-b>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:

9-Benzyl-2-((R)-2-hydroxy-1-phenyl-ethyl)-4,9-dihydro-3H-β-carbolin-2-ium; bromide (142605-17-2) → (3R,11bS)-11-benzyl-3-phenyl-2,3,5,6-tetrahydro-11bH-oxazolo-<3',2':1,2>pyrido<3,4-b>indole (142605-18-3)

Guidance literature:

With triethylamine; In chloroform; at 0 ℃; for 2h; Yield given;

DOI:10.1248/cpb.39.3338

Reference yield:

1-benzyl-3-(2-hydroxyethyl)indole (14602-03-0) → (3R,11bS)-11-benzyl-3-phenyl-2,3,5,6-tetrahydro-11bH-oxazolo-<3',2':1,2>pyrido<3,4-b>indole (142605-18-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / diethyl ether / 3 h / Ambient temperature

2: 49 percent / POCl₃ / 5 h / 50 °C

3: tetrahydrofuran; diethyl ether / 0.5 h / Ambient temperature

4: Et₃N / CHCl₃ / 2 h / 0 °C

With triethylamine; trichlorophosphate; In tetrahydrofuran; diethyl ether; chloroform;

DOI:10.1248/cpb.39.3338

Reference yield:

1-benzyl-3-(2-bromoethyl)indole (125923-36-6) → (3R,11bS)-11-benzyl-3-phenyl-2,3,5,6-tetrahydro-11bH-oxazolo-<3',2':1,2>pyrido<3,4-b>indole (142605-18-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 49 percent / POCl₃ / 5 h / 50 °C

2: tetrahydrofuran; diethyl ether / 0.5 h / Ambient temperature

3: Et₃N / CHCl₃ / 2 h / 0 °C

With triethylamine; trichlorophosphate; In tetrahydrofuran; diethyl ether; chloroform;

DOI:10.1248/cpb.39.3338

upstream raw materials:

9-Benzyl-2-((R)-2-hydroxy-1-phenyl-ethyl)-4,9-dihydro-3H-β-carbolin-2-ium; bromide

1-benzyl-3-(2-hydroxyethyl)indole

1-benzyl-3-(2-bromoethyl)indole

1-benzyl-3-(2-bromoethyl)-2-formylindole

Downstream raw materials:

(1S,1'R)-9-benzyl-2-(2-hydroxy-1-phenylethyl)-1-phenyl-1,2,3,4-tetrahydropyrido<3,4-b>indole

(S)-1-phenyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole

(S)-(+)-9-benzyl-1-phenyl-1,2,3,4-tetrahydropyrido<3,4-b>indole

(S)-(+)-9-benzyl-1-methyl-1,2,3,4-tetrahydropyrido<3,4-b>indole

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