2-((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-yl)propan-2-ol

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Chemical Name:2-((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-yl)propan-2-ol
CAS No.:1270018-12-6
Molecular Formula:C₄₃H₄₂ClNO₆S
Molecular Weight:736.329
Hs Code.:

Synonyms:2-((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-yl)propan-2-ol

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Chemical Property of 2-((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-yl)propan-2-ol

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Technology Process of 2-((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-yl)propan-2-ol

There total 6 articles about 2-((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-yl)propan-2-ol 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%

: 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

: 676-58-4
methylmagnesium chloride

: 1270018-12-6
2-((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-yl)propan-2-ol

Guidance literature:: In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1016/j.bmcl.2010.11.115

Reference yield:

: 1270017-94-1
C₄₈H₄₄ClNO₆S

: 1270018-12-6
2-((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-yl)propan-2-ol

Guidance literature:: Multi-step reaction with 5 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

5.1: tetrahydrofuran / 3 h / 0 °C

With sodium chlorite; potassium dihydrogenphosphate; trimethylsilyl trifluoromethanesulfonate; acetic anhydride; Dess-Martin periodane; In tetrahydrofuran; 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

: 1270018-12-6
2-((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-yl)propan-2-ol

Guidance literature:: Multi-step reaction with 3 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

3: tetrahydrofuran / 3 h / 0 °C

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