N-[(1S,2R,3aS,6aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5-oxo-2-(tetrahydro-pyran-2-yloxy)-hexahydro-pentalen-3a-ylmethyl]-4-chloro-N-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-[(1S,2R,3aS,6aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5-oxo-2-(tetrahydro-pyran-2-yloxy)-hexahydro-pentalen-3a-ylmethyl]-4-chloro-N-methyl-benzenesulfonamide
• CAS No.: 179112-57-3
• Molecular Formula: C₃₈H₄₈ClNO₆SSi
• Molecular Weight: 710.407

Synonyms:

Chemical Property of N-[(1S,2R,3aS,6aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5-oxo-2-(tetrahydro-pyran-2-yloxy)-hexahydro-pentalen-3a-ylmethyl]-4-chloro-N-methyl-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1S,2R,3aS,6aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5-oxo-2-(tetrahydro-pyran-2-yloxy)-hexahydro-pentalen-3a-ylmethyl]-4-chloro-N-methyl-benzenesulfonamide

There total 1 articles about N-[(1S,2R,3aS,6aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5-oxo-2-(tetrahydro-pyran-2-yloxy)-hexahydro-pentalen-3a-ylmethyl]-4-chloro-N-methyl-benzenesulfonamide 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:

N-[(1S,2R,3aS,6aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5-oxo-2-(tetrahydro-pyran-2-yloxy)-hexahydro-pentalen-3a-ylmethyl]-4-chloro-benzenesulfonamide + methyl iodide (74-88-4) → N-[(1S,2R,3aS,6aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5-oxo-2-(tetrahydro-pyran-2-yloxy)-hexahydro-pentalen-3a-ylmethyl]-4-chloro-N-methyl-benzenesulfonamide (179112-57-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 23 ℃; for 1h;

DOI:10.1016/0040-4039(96)00780-0

Reference yield:

(4-carboxybutyl)triphenylphosphonium bromide (17814-85-6) + N-[(1S,2R,3aS,6aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5-oxo-2-(tetrahydro-pyran-2-yloxy)-hexahydro-pentalen-3a-ylmethyl]-4-chloro-N-methyl-benzenesulfonamide (179112-57-3) → 5-[(3aR,5R,6S,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3a-{[(4-chloro-benzenesulfonyl)-methyl-amino]-methyl}-5-(tetrahydro-pyran-2-yloxy)-hexahydro-pentalen-(2Z)-ylidene]-pentanoic acid

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 30 - 60 ℃; for 6h;

DOI:10.1016/0040-4039(96)00780-0

Reference yield:

N-[(1S,2R,3aS,6aR)-1-(tert-Butyl-diphenyl-silanyloxymethyl)-5-oxo-2-(tetrahydro-pyran-2-yloxy)-hexahydro-pentalen-3a-ylmethyl]-4-chloro-N-methyl-benzenesulfonamide (179112-57-3) → 5-[(3aR,5R,6S,6aR)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3a-{[(4-chloro-benzenesulfonyl)-methyl-amino]-methyl}-5-hydroxy-hexahydro-pentalen-(2Z)-ylidene]-pentanoic acid methyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: LiHMDS / tetrahydrofuran / 6 h / 30 - 60 °C

2: diethyl ether; CH₂Cl₂ / 1 h / 3 °C

3: PPTS / ethanol / 10 h / 55 °C

With pyridinium p-toluenesulfonate; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

DOI:10.1016/0040-4039(96)00780-0

upstream raw materials:

methyl iodide

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