7-[(1S,2S,3R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-6-hydroxy-heptanoic acid methyl ester

Base Information

• Chemical Name: 7-[(1S,2S,3R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-6-hydroxy-heptanoic acid methyl ester
• CAS No.: 92596-31-1
• Molecular Formula: C₃₆H₅₄O₇Si
• Molecular Weight: 626.906
• Mol file: 92596-31-1.mol

Synonyms:

Chemical Property of 7-[(1S,2S,3R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-6-hydroxy-heptanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-[(1S,2S,3R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-6-hydroxy-heptanoic acid methyl ester

There total 5 articles about 7-[(1S,2S,3R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-6-hydroxy-heptanoic acid methyl ester 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:

(3aR,4S,5R,6aS)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one (92596-29-7) → 7-[(1S,2S,3R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-6-hydroxy-heptanoic acid methyl ester (92596-31-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 1.) thexylborane, 2.) 5M NaOH, 30percent H₂O₂, 3.) Collins reagent, / 1.) -78 to 0 deg C, 1 h, 2.) -10 to 50 deg C,

With sodium hydroxide; Collins oxidation agent; thexylborane; dihydrogen peroxide;

DOI:10.1246/cl.1984.1069

Reference yield:

(3aR,4S,5R,6aS)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one (92596-29-7) → 7-[(1S,2S,3R,5R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-6-hydroxy-heptanoic acid methyl ester (92596-31-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 1.) thexylborane, 2.) 5M NaOH, 30percent H₂O₂, / 1.) -78 to 0 deg C, 1 h, 2.) -10 to 50 deg C,

With sodium hydroxide; thexylborane; dihydrogen peroxide;

DOI:10.1246/cl.1984.1069

Reference yield:

(Z)-7-[(1R,2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methylene-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester (92596-30-0) → 7-[(1R,2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-formyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-6-oxo-heptanoic acid methyl ester (92596-32-2,92692-74-5) + 7-[(1S,2S,3R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-6-hydroxy-heptanoic acid methyl ester (92596-31-1)

Guidance literature:

With sodium hydroxide; Collins oxidation agent; thexylborane; dihydrogen peroxide; Yield given. Multistep reaction. Yields of byproduct given; 1.) -78 to 0 deg C, 1 h, 2.) -10 to 50 deg C,;

DOI:10.1246/cl.1984.1069

upstream raw materials:

(Z)-7-[(1R,2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methylene-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

(3aR,4S,5R,6aS)-4-(((tert-butyldiphenylsilyl)oxy)methyl)-5-((tetrahydro-2H-pyran-2-yl)oxy)hexahydro-2H-cyclopenta[b]furan-2-one