2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,7,12,12a-octahydropyrazino[2',1':6,1]pyrido[3,4-b]indole

Base Information

• Chemical Name: 2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,7,12,12a-octahydropyrazino[2',1':6,1]pyrido[3,4-b]indole
• CAS No.: 941711-74-6
• Molecular Formula: C₂₁H₂₃N₃O₂S
• Molecular Weight: 381.499

Synonyms:2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,7,12,12a-octahydropyrazino[2',1':6,1]pyrido[3,4-b]indole

Chemical Property of 2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,7,12,12a-octahydropyrazino[2',1':6,1]pyrido[3,4-b]indole

Chemical Property:

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Technology Process of 2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,7,12,12a-octahydropyrazino[2',1':6,1]pyrido[3,4-b]indole

There total 1 articles about 2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,7,12,12a-octahydropyrazino[2',1':6,1]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: 65.0%

p-toluenesulfonyl chloride (98-59-9) + (12aS)-1,2,3,4,6,7,12,12a-octahydropyrazino[2',1':6,1]pyrido[3,4-b]indole → 2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,7,12,12a-octahydropyrazino[2',1':6,1]pyrido[3,4-b]indole (941711-74-6)

Guidance literature:

With pyridine; at 30 ℃; for 0.416667h;

DOI:10.1016/j.tet.2007.03.171

Reference yield: 68.0%

2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,7,12,12a-octahydropyrazino[2',1':6,1]pyrido[3,4-b]indole (941711-74-6) → 2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,6a,7,11b,12,12a-decahydropyrazino[2',1':6,1]pyrido[3,4-b]indole

Guidance literature:

With dimethylsulfide borane complex; trifluoroacetic acid; at 0 - 30 ℃;

DOI:10.1016/j.tet.2007.03.171

Reference yield:

2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,7,12,12a-octahydropyrazino[2',1':6,1]pyrido[3,4-b]indole (941711-74-6) → 7-[carbobenzyloxy-L-alanyl]-2-[(4-methylphenyl)sulfonyl]-(12aS)-1,2,3,4,6,6a,7,11b,12,12a-decahydropyrazino[2',1':6,1]pyrido[3,4-b]indole

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / BH₃*S(CH₃)2; trifluoroacetic acid / 0 - 30 °C

2: 67.5 percent / DIC / CH₂Cl₂ / 0 - 30 °C

With dimethylsulfide borane complex; dacarbazine; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.tet.2007.03.171

upstream raw materials:

p-toluenesulfonyl chloride

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