(3S,6S)-2-benzyl-3-methyl-2,3,5,6,7,7a-hexahydro[2]pyrindin-1-one

Base Information

• Chemical Name: (3S,6S)-2-benzyl-3-methyl-2,3,5,6,7,7a-hexahydro[2]pyrindin-1-one
• CAS No.: 929697-01-8
• Molecular Formula: C₁₆H₁₉NO
• Molecular Weight: 241.333
• Mol file: 929697-01-8.mol

Synonyms:(3S,6S)-2-benzyl-3-methyl-2,3,5,6,7,7a-hexahydro[2]pyrindin-1-one

Chemical Property of (3S,6S)-2-benzyl-3-methyl-2,3,5,6,7,7a-hexahydro[2]pyrindin-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,6S)-2-benzyl-3-methyl-2,3,5,6,7,7a-hexahydro[2]pyrindin-1-one

There total 14 articles about (3S,6S)-2-benzyl-3-methyl-2,3,5,6,7,7a-hexahydro[2]pyrindin-1-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: 85.0%

acetic acid (2S,3S)-1-benzyl-4-(3-iodo-propyl)-2-methyl-6-oxo-1,2,3,6-tetrahydropyridin-3-yl ester (930579-56-9) → (3S,6S)-2-benzyl-3-methyl-2,3,5,6,7,7a-hexahydro[2]pyrindin-1-one (929697-01-8) + (3S)-2-benzyl-3-methyl-2,3,4,5,6,7-hexahydro[2]pyrindin-1-one

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; samarium diiodide; In acetonitrile; at 0 ℃; for 3h;

DOI:10.1016/j.tet.2006.12.055

Reference yield: 70.1%

acetic acid (2S,3S)-1-benzyl-4-(3-iodo-propyl)-2-methyl-6-oxo-1,2,3,6-tetrahydropyridin-3-yl ester (930579-56-9) → (3S,6S)-2-benzyl-3-methyl-2,3,5,6,7,7a-hexahydro[2]pyrindin-1-one (929697-01-8)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; samarium diiodide; In acetonitrile; at -18 ℃; for 0.05h;

DOI:10.1016/j.tet.2006.12.055

Reference yield: 44.0%

acetic acid (2S,3S)-1-benzyl-4-(3-iodo-propyl)-2-methyl-6-oxo-1,2,3,6-tetrahydropyridin-3-yl ester (930579-56-9) → (3S,6S)-2-benzyl-3-methyl-2,3,5,6,7,7a-hexahydro[2]pyrindin-1-one (929697-01-8) + (6S)-1-benzyl-4-(3-iodopropyl)-6-methyl-3,6-dihydro-1H-pyridin-2-one

Guidance literature:

With samarium(II) dibromide; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2006.12.055

upstream raw materials:

acetic acid (2S,3S)-1-benzyl-4-(3-iodo-propyl)-2-methyl-6-oxo-1,2,3,6-tetrahydropyridin-3-yl ester

(5S,6S)-1-benzyl-5-(tert-butyldimethylsilanyloxy)-6-methyl-4-trifluoromethanesulfonyloxy-5,6-dihydro-1H-pyridin-2-one

(2S,3S)-3-(benzylethoxycarbonylacetylamino)-2-(tert-butyldimethylsilanyloxy)butyric acid ethyl ester

(2S,3S)-3-[benzyl(2-nitrobenzenesulfonyl)amino]-2-(tert-butyldimethylsilanyloxy)butyric acid ethyl ester

Downstream raw materials:

(1S)-2-[(2S)-2-(benzyl-tert-butoxycarbonylamino)propylidene]cyclopentanecarboxylic acid methyl ester