(1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane

Base Information

• Chemical Name: (1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane
• CAS No.: 213777-18-5
• Molecular Formula: C₃₇H₆₂O₅Si₃
• Molecular Weight: 671.153

Synonyms:(1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane

Chemical Property of (1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane

Chemical Property:

Purity/Quality:

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Technology Process of (1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane

There total 1 articles about (1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane 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: 75.0%

Methyl (2E,4R,6S,7R)-8-tert-butyldiphenylsilyloxy-4,6-bis(triethylsilyloxy)-7-iodoct-2-enoate (261155-73-1) → (1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane (213777-18-5) + (1S,2S,3S,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane + (1S,2R,3S,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane + (1S,2R,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane

Guidance literature:

With air; triethyl borane; tri-n-butyl-tin hydride; In hexane; xylene; at 20 ℃; for 0.166667h;

DOI:10.1039/a904206g

Reference yield: 97.0%

(1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane (213777-18-5) → (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol (213777-19-6)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -80 ℃; for 0.5h;

DOI:10.1016/S0040-4039(03)00171-0

Reference yield: 94.0%

(1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane (213777-18-5) → (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-1,4-bis-O-(triethylsilyl)-3-(2-hydroxyethyl)cyclopentane-1,4-diol (681449-39-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; for 1h;

DOI:10.1021/jo035638i

upstream raw materials:

Methyl (2E,4R,6S,7R)-8-tert-butyldiphenylsilyloxy-4,6-bis(triethylsilyloxy)-7-iodoct-2-enoate

Downstream raw materials:

(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol

(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-1,4-bis-O-(triethylsilyl)-3-(2-hydroxyethyl)cyclopentane-1,4-diol

C₂₉H₃₄O₇

(1S,2R,3R,4R)-1,4-di-O-benzoyl-2-(hydroxymethyl)-3-[7-(methoxycarbonyl)heptyl]cyclopentane-1,4-diol

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