(1R,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

Base Information

Chemical Name:(1R,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol
CAS No.:1591271-09-8
Molecular Formula:C₃₆H₆₆O₅Si₂
Molecular Weight:635.088
Hs Code.:

(1R,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

Synonyms:(1R,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

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Chemical Property of (1R,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

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Technology Process of (1R,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

There total 13 articles about (1R,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol 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: 50.0%

: 1591271-05-4
(2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentanone

: (S)-1-(((3-bromo-2-methylbut-3-en-1-yl)oxy)methyl)-4-methoxybenzene

: 1591271-09-8
(1R,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

: 1591271-10-1
(1S,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

Guidance literature:: (S)-1-(((3-bromo-2-methylbut-3-en-1-yl)oxy)methyl)-4-methoxybenzene; With tert.-butyl lithium; In diethyl ether; pentane; at -78 - 20 ℃; for 0.583333h; Inert atmosphere;

(2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentanone; In diethyl ether; pentane; at -78 ℃; for 5h; Inert atmosphere;
DOI:10.1002/ejoc.201301616

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 1591271-09-8
(1R,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

: 1591271-10-1
(1S,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 14 h / 0 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 3.5 h / 0 °C / Inert atmosphere

4.1: 1H-imidazole / Inert atmosphere

4.2: Inert atmosphere

5.1: copper(l) iodide / diethyl ether / 1 h / -78 - 0 °C / Inert atmosphere

5.2: 1 h / -78 °C / Inert atmosphere

6.1: tert.-butyl lithium / pentane; diethyl ether / 0.58 h / -78 - 20 °C / Inert atmosphere

6.2: 5 h / -78 °C / Inert atmosphere

With 1H-imidazole; 2,6-dimethylpyridine; copper(l) iodide; lithium aluminium tetrahydride; tert.-butyl lithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; dichloromethane; pentane;
DOI:10.1002/ejoc.201301616

Reference yield:

: 1591271-00-9
(3aR,4S,6aR)-4-((triisopropylsilyl)oxy)-3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-2-one

: 1591271-09-8
(1R,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

: 1591271-10-1
(1S,2S,3S,4R)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1-((R)-4-((4-methoxybenzyl)oxy)-3-methylbut-1-en-2-yl)-4-methyl-3-((triisopropylsilyl)oxy)cyclopentan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3.5 h / 0 °C / Inert atmosphere

2.1: 1H-imidazole / Inert atmosphere

2.2: Inert atmosphere

3.1: copper(l) iodide / diethyl ether / 1 h / -78 - 0 °C / Inert atmosphere

3.2: 1 h / -78 °C / Inert atmosphere

4.1: tert.-butyl lithium / pentane; diethyl ether / 0.58 h / -78 - 20 °C / Inert atmosphere

4.2: 5 h / -78 °C / Inert atmosphere

With 1H-imidazole; copper(l) iodide; lithium aluminium tetrahydride; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; pentane;
DOI:10.1002/ejoc.201301616