(3S,4S,5S)-5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate

Base Information

Chemical Name:(3S,4S,5S)-5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate
CAS No.:1383003-69-7
Molecular Formula:C₁₆H₁₉F₃O₅S
Molecular Weight:380.385
Hs Code.:

Synonyms:(3S,4S,5S)-5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S,5S)-5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate

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Technology Process of (3S,4S,5S)-5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate

There total 3 articles about (3S,4S,5S)-5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate 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: 98.0%

: 1383003-60-8
(3S,5R)-5-(benzyloxy)methyl-3,5-dimethyl-4-oxocyclopent-1-en-1-yl trifluoromethanesulfonate

: 1383003-69-7
(3S,4S,5S)-5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; for 0.166667h; Inert atmosphere;
DOI:10.1021/ja3032345

Reference yield:

: 856177-89-4
2-((benzyloxy)methyl)-2-methylcyclopentane-1,3-dione

: 1383003-69-7
(3S,4S,5S)-5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: copper(ll) bromide / methanol / 1 h / Inert atmosphere; Reflux

2: C₅₈H₅₈NO₂P; copper(II) bis(trifluoromethanesulfonate) / diethyl ether; hexane / 0.5 h / -78 - 20 °C / Inert atmosphere

3: diethyl ether; hexane / 1 h / 20 °C / Inert atmosphere

4: diisobutylaluminium hydride / hexane; dichloromethane / 0.17 h / Inert atmosphere

With C₅₈H₅₈NO₂P; copper(II) bis(trifluoromethanesulfonate); diisobutylaluminium hydride; copper(ll) bromide; In methanol; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja3032345

Reference yield:

: 1383003-45-9
(2R,4S)-2-(benzyloxy)methyl-2,4-dimethylcyclopentane-1,3-dione

: 1383003-69-7
(3S,4S,5S)-5-(benzyloxy)methyl-4-hydroxy-3,5-dimethylcyclopent-1-en-1-yl trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: diethyl ether; hexane / 1 h / 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / hexane; dichloromethane / 0.17 h / Inert atmosphere

With diisobutylaluminium hydride; In diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja3032345