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

Base Information

Chemical Name:(2S,3S,4R,5S,6S)-methyl 3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-carboxylate
CAS No.:1270018-10-4
Molecular Formula:C₄₂H₃₈ClNO₇S
Molecular Weight:736.285
Hs Code.:

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

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

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

There total 5 articles about (2S,3S,4R,5S,6S)-methyl 3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-carboxylate 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: 32.0%

: 1270018-08-0
(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-carboxylic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 1270018-10-4
(2S,3S,4R,5S,6S)-methyl 3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-carboxylate

Guidance literature:: In dichloromethane; at 0 - 20 ℃; for 15h;
DOI:10.1016/j.bmcl.2010.11.115

Reference yield:

: 1270017-94-1
C₄₈H₄₄ClNO₆S

: 1270018-10-4
(2S,3S,4R,5S,6S)-methyl 3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trimethylsilyl trifluoromethanesulfonate; acetic anhydride / dichloromethane / 1 h / -55 °C

1.2: 2 h / 20 °C

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

3.1: sodium chlorite; potassium dihydrogenphosphate / 2-methyl-but-2-ene; water; tert-butyl alcohol / 15 h / 20 °C

4.1: dichloromethane / 15 h / 0 - 20 °C

With sodium chlorite; potassium dihydrogenphosphate; trimethylsilyl trifluoromethanesulfonate; acetic anhydride; Dess-Martin periodane; In 2-methyl-but-2-ene; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2010.11.115

Reference yield:

: 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

: 1270018-10-4
(2S,3S,4R,5S,6S)-methyl 3,4,5-tris(benzyloxy)-6-(4-chloro-3-((5-(furan-2-yl)thiazol-2-yl)methyl)phenyl)-tetrahydro-2H-pyran-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium chlorite; potassium dihydrogenphosphate / 2-methyl-but-2-ene; water; tert-butyl alcohol / 15 h / 20 °C

2: dichloromethane / 15 h / 0 - 20 °C

With sodium chlorite; potassium dihydrogenphosphate; In 2-methyl-but-2-ene; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2010.11.115