(1''S,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran

Base Information

Chemical Name:(1''S,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran
CAS No.:128329-79-3
Molecular Formula:C₁₉H₃₀O₄
Molecular Weight:322.445
Hs Code.:

Synonyms:(1''S,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran

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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 (1''S,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran

Chemical Property:

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Technology Process of (1''S,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran

There total 10 articles about (1''S,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran 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: 55.0%

: 75-16-1
methylmagnesium bromide

: 128329-78-2
(1'R,2R,5S)-5-(1'-acetoxyethyl)-5-methyl-2-(1''-oxo-4''-(benzyloxy)butyl)tetrahydrofuran

: 128329-79-3
(1''S,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran

: 128329-79-3
(1''R,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran

Guidance literature:: In diethyl ether; dichloromethane; 1.) -78 deg C, 8 h, 2.) 20 deg C, 2 h;
DOI:10.1021/ja00169a042

Reference yield: 55.0%

: 75-16-1
methylmagnesium bromide

: 128329-78-2
(1'R,2R,5S)-5-(1'-acetoxyethyl)-5-methyl-2-(1''-oxo-4''-(benzyloxy)butyl)tetrahydrofuran

: 128329-79-3
(1''S,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran

: 128329-79-3
(1''R,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran

Guidance literature:: In diethyl ether; dichloromethane; 1.) -78 deg C, 8 h, 2.) 20 deg C, 2 h;
DOI:10.1021/ja00169a042

Reference yield:

: 128329-77-1
(1S,2R,6R,4Z)-5-(3'-(benzyloxy)propyl)-1,2,4-trimethyl-3,9-dioxabicyclo<4.2.1>non-4-ene

: 128329-79-3
(1''R,1'R,2R,5S)-5-(1'-hydroxyethyl)-5-methyl-2-(1''-hydroxy-1''-methyl-4''-(benzyloxy)butyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) ozone, 2.) dimethyl sulfide / 1.) CH₂Cl₂, -78 deg C, 2a.) -78 deg C, 1 h, 2b.) 20 deg C, 1 h

2: 55 percent / CH₂Cl₂; diethyl ether / 1.) -78 deg C, 8 h, 2.) 20 deg C, 2 h

With dimethylsulfide; ozone; In diethyl ether; dichloromethane;
DOI:10.1021/ja00169a042