2,6,7,8,9,10-hexahydro-10ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole

Base Information

• Chemical Name: 2,6,7,8,9,10-hexahydro-10ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole
• CAS No.: 131573-12-1
• Molecular Formula: C₂₇H₂₉NO₃S
• Molecular Weight: 447.598
• Mol file: 131573-12-1.mol

Synonyms:2,6,7,8,9,10-hexahydro-10ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole

Chemical Property of 2,6,7,8,9,10-hexahydro-10ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6,7,8,9,10-hexahydro-10ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole

There total 3 articles about 2,6,7,8,9,10-hexahydro-10ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>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: 89.0%

2,6,6a,7,8,9-hexahydro-6ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole (131572-74-2,131572-80-0) → 2,6,7,8,9,10-hexahydro-10ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole (131573-12-1)

Guidance literature:

With sulfuric acid; In water; acetone; 1) 0 deg C, 30 min, 2) r.t., 3 h;

DOI:10.1016/S0040-4020(01)96007-7

Reference yield: 11.0%

2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1.2.3-cd>indole (124337-89-9) → 2,6,7,8,9,10-hexahydro-10ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole (131573-12-1) + rac-(R)-6,6,9-trimethyl-2-tosyl-9-vinyl-6,7,8,9-tetrahydronaphtho[1,2,3-cd]indol-10(2H)-one (131572-81-1)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)96005-3

Reference yield:

2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1.2.3-cd>indole (124337-89-9) → 2,6,6a,7,8,9-hexahydro-6ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole (131572-74-2,131572-80-0) + 6,6,9-Trimethyl-2-(toluene-4-sulfonyl)-10-vinyl-2,6-dihydro-2-aza-aceanthrylene (124337-93-5) + 2,6,7,8,9,10-hexahydro-10ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole (131573-12-1)

Guidance literature:

With N-Bromosuccinimide; silver nitrate; dibenzoyl peroxide; Yield given. Multistep reaction. Yields of byproduct given; 1) CCl₄, reflux, 30 min, 2) acetone, water, r.t., 3 h;

DOI:10.1016/S0040-4020(01)96007-7

upstream raw materials:

2,6,6a,7,8,9-hexahydro-6ξ-hydroxy-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole

2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1.2.3-cd>indole

Downstream raw materials:

rac-(R)-6,6,9-trimethyl-2-tosyl-9-vinyl-6,7,8,9-tetrahydronaphtho[1,2,3-cd]indol-10(2H)-one

Toluene-4-sulfonic acid (6aS,9S,10R,10aR)-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,6a,7,8,9,10,10a-octahydro-2-aza-aceanthrylen-10-yl ester

Toluene-4-sulfonic acid (6aS,9R,10R,10aR)-6,6,9-trimethyl-2-(toluene-4-sulfonyl)-9-vinyl-2,6,6a,7,8,9,10,10a-octahydro-2-aza-aceanthrylen-10-yl ester

<6aS*-(6aα,9α,10α,10aβ)>-10-formamido-2,6,6a,7,8,9,10,10a-octahydro-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1,2,3-cd>indole