(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate

Base Information

Chemical Name:(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate
CAS No.:1425377-60-1
Molecular Formula:C₃₂H₃₄O₆S
Molecular Weight:546.684
Hs Code.:

Synonyms:(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate

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Chemical Property of (1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate

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Technology Process of (1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate

There total 7 articles about (1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl 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: 92.0%

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

: 939-26-4
2-bromomethylnaphthyl bromide

: 1425377-60-1
(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 18h; Inert atmosphere;
DOI:10.1002/chem.201202374

Reference yield:

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

: 1425377-60-1
(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: 3-chloro-benzenecarboperoxoic acid / water; dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere

2: triethylamine / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere

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

4: sodium hydride / N,N-dimethyl-formamide; mineral oil / 18 h / 0 - 20 °C / Inert atmosphere

With boron trifluoride diethyl etherate; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201202374

Reference yield:

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

: 1425377-60-1
(1R,2R,3R,4R)-4-(benzyloxy)-2-((benzyloxy)methyl)-3-((2-naphthylmethyl)oxy)cyclopentyl methanesulfonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: L-diisopinocampheylborane / tetrahydrofuran / 72 h / -78 - -10 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / water; dichloromethane / 6 h / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / tetrahydrofuran / 5 h / 0 - 20 °C / Inert atmosphere

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

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 18 h / 0 - 20 °C / Inert atmosphere

With boron trifluoride diethyl etherate; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; L-diisopinocampheylborane; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/chem.201202374