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

Base Information

• Chemical Name: (Z)-7-[(1S,3R,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-1-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester
• CAS No.: 86255-66-5
• Molecular Formula: C₃₁H₅₀O₆SeSi
• Molecular Weight: 625.78

Synonyms:

Chemical Property of (Z)-7-[(1S,3R,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-1-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Useful:

Technology Process of (Z)-7-[(1S,3R,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-1-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester

There total 2 articles about (Z)-7-[(1S,3R,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-1-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic 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:

Phenylselenyl chloride (5707-04-0) → (Z)-7-[(1S,3R,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-1-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester (86255-66-5,87248-87-1)

Guidance literature:

DOI:10.1016/S0040-4039(00)81323-4

Reference yield:

(3aS,5S,6aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one (58707-51-0,65025-95-8,81203-85-2,113566-26-0) → (Z)-7-[(1S,3R,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-1-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester (86255-66-5,87248-87-1)

Guidance literature:

DOI:10.1016/S0040-4039(00)81323-4

Reference yield: 97.0%

(Z)-7-[(1S,3R,5S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-1-phenylselanyl-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester (86255-66-5,87248-87-1) → 5-[(3aR,5S,6aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3a-phenylselanyl-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-yl]-5-iodo-pentanoic acid methyl ester (86255-67-6,87248-88-2,87248-89-3,87248-90-6,87248-91-7)

Guidance literature:

With iodine; sodium hydrogencarbonate; In diethyl ether; water; at 0 ℃;

DOI:10.1016/S0040-4039(00)81323-4

upstream raw materials:

Phenylselenyl chloride

(3aS,5S,6aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one

Downstream raw materials:

5-[(3aR,5S,6aR)-4-(tert-Butyl-dimethyl-silanyloxymethyl)-3a-phenylselanyl-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-yl]-5-iodo-pentanoic acid methyl ester

Benzoic acid (S)-1-{(E)-2-[(R)-5-hydroxy-2-(4-methoxycarbonyl-butyl)-5,6-dihydro-4H-cyclopenta[b]furan-4-yl]-vinyl}-hexyl ester

Benzoic acid (R)-1-{(E)-2-[(R)-5-hydroxy-2-(4-methoxycarbonyl-butyl)-5,6-dihydro-4H-cyclopenta[b]furan-4-yl]-vinyl}-hexyl ester

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