(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-hydroxycyclopentyl methanesulfonate

Base Information

Chemical Name:(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-hydroxycyclopentyl methanesulfonate
CAS No.:1353742-20-7
Molecular Formula:C₂₁H₂₆O₆S
Molecular Weight:406.5
Hs Code.:

Synonyms:(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-hydroxycyclopentyl methanesulfonate

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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 (1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-hydroxycyclopentyl methanesulfonate

Chemical Property:

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Technology Process of (1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-hydroxycyclopentyl methanesulfonate

There total 6 articles about (1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-hydroxycyclopentyl methanesulfonate 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: 72.0%

: 1353764-99-4
(1R,2R,3R,5S)-2-((benzyloxy)methyl)-6-oxabicyclo[3.1.0]hexan-3-yl methanesulfonate

: 100-51-6,185532-71-2
benzyl alcohol

: 1353742-20-7
(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-hydroxycyclopentyl methanesulfonate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/ol203213f

Reference yield:

: 39939-07-6
5-(benzyloxymethyl)cyclopentadiene

: 1353742-20-7
(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-hydroxycyclopentyl methanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: (+)-diisopinocampheylboron / tetrahydrofuran / -78 - -10 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 24 h / 0 - 20 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / dichloromethane / 3 h / 20 °C / Inert atmosphere

With (+)-diisopinocampheylboron; boron trifluoride diethyl etherate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol203213f

Reference yield:

: 188399-48-6
(1R,2S)-2-((benzyloxy)methyl)cyclopent-3-en-1-ol

: 1353742-20-7
(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-hydroxycyclopentyl methanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 0.67 h / 0 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane; water / 24 h / 0 - 20 °C / Inert atmosphere

3: boron trifluoride diethyl etherate / dichloromethane / 3 h / 20 °C / Inert atmosphere

With boron trifluoride diethyl etherate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol203213f