1-((2R,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-yl)ethanol

Base Information

Chemical Name:1-((2R,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-yl)ethanol
CAS No.:1270018-02-4
Molecular Formula:C₄₂H₄₀ClNO₆S
Molecular Weight:722.302
Hs Code.:

Synonyms:1-((2R,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-yl)ethanol

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Chemical Property of 1-((2R,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-yl)ethanol

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Technology Process of 1-((2R,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-yl)ethanol

There total 3 articles about 1-((2R,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-yl)ethanol 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: 75.0%

: 1270017-98-5
(2S,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-carbaldehyde

: 75-16-1
methylmagnesium bromide

: 1270018-02-4
1-((2R,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-yl)ethanol

Guidance literature:: (2S,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-carbaldehyde; methylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 3h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; diethyl ether;

Reference yield:

: 1270017-96-3
((2R,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-yl)methanol

: 1270018-02-4
1-((2R,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-yl)ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

2: tetrahydrofuran / 3 h / 0 °C

With Dess-Martin periodane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2010.11.115

Reference yield:

: 1352714-49-8
C₄₃H₄₀ClNO₇S

: 1270018-02-4
1-((2R,3S,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-yl)ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium methylate; methanol / 3 h / 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: diethyl ether; tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

With methanol; sodium methylate; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane;