(4R,4aS,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-one

Base Information

• Chemical Name: (4R,4aS,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-one
• CAS No.: 851008-90-7
• Molecular Formula: C₁₇H₂₃NO₃S
• Molecular Weight: 321.441
• Mol file: 851008-90-7.mol

Synonyms:(4R,4aS,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-one

Chemical Property of (4R,4aS,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,4aS,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-one

There total 1 articles about (4R,4aS,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-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: 62.0%

(1aS,3S,3aR,6aR,6bS)-3-Methyl-5-(toluene-4-sulfonyl)-octahydro-5-aza-cyclobuta[cd]inden-2-one (851008-89-4) → (4R,4aS,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-one (851008-90-7) + (1aS,2R,3S,3aR,6aR,6bS)-3-Methyl-5-(toluene-4-sulfonyl)-decahydro-5-aza-cyclobuta[cd]inden-2-ol

Guidance literature:

With samarium diiodide; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.01.173

Reference yield: 98.0%

(4R,4aS,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-one (851008-90-7) → (4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-ol (851008-92-9)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1016/j.tetlet.2005.01.173

Reference yield:

(4R,4aS,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-one (851008-90-7) → 4-Methoxy-benzoic acid (4R,4aS,6R,7S,7aR)-2,4,7-trimethyl-octahydro-[2]pyrindin-6-yl ester (851008-94-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 98 percent / NaBH₄ / methanol

2.1: 68 percent / Na naphthalenide / 1,2-dimethoxy-ethane / -50 °C

3.1: 85 percent / NaBH₃CN / acetic acid; acetonitrile

4.1: BuLi; Ph₂PCl / tetrahydrofuran / 0 - 20 °C

4.2: 80 percent / 2,6-dimethyl-1,4-benzoquinone / CH₂Cl₂

With sodium tetrahydroborate; n-butyllithium; Na naphthalenide; sodium cyanoborohydride; chloro-diphenylphosphine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; acetic acid; acetonitrile;

DOI:10.1016/j.tetlet.2005.01.173

upstream raw materials:

(1aS,3S,3aR,6aR,6bS)-3-Methyl-5-(toluene-4-sulfonyl)-octahydro-5-aza-cyclobuta[cd]inden-2-one

Downstream raw materials:

(4R,4aS,6S,7S,7aR)-4,7-Dimethyl-2-(toluene-4-sulfonyl)-octahydro-[2]pyrindin-6-ol

(4R,4aS,6R,7S,7aR)-2,4,7-trimethyloctahydro-1H-cyclopenta[c]pyridin-6-ol

4-Methoxy-benzoic acid (4R,4aS,6R,7S,7aR)-2,4,7-trimethyl-octahydro-[2]pyrindin-6-yl ester