2,2-Dimethyl-propionic acid (2S,3S,5R,6R)-6-(2,2-dimethyl-propionyloxymethyl)-2-methoxy-4-oxo-5-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

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Chemical Name:2,2-Dimethyl-propionic acid (2S,3S,5R,6R)-6-(2,2-dimethyl-propionyloxymethyl)-2-methoxy-4-oxo-5-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester
CAS No.:176449-83-5
Molecular Formula:C₂₄H₃₂O₉S
Molecular Weight:496.579
Hs Code.:

2,2-Dimethyl-propionic acid (2S,3S,5R,6R)-6-(2,2-dimethyl-propionyloxymethyl)-2-methoxy-4-oxo-5-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

Synonyms:2,2-Dimethyl-propionic acid (2S,3S,5R,6R)-6-(2,2-dimethyl-propionyloxymethyl)-2-methoxy-4-oxo-5-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2S,3S,5R,6R)-6-(2,2-dimethyl-propionyloxymethyl)-2-methoxy-4-oxo-5-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2S,3S,5R,6R)-6-(2,2-dimethyl-propionyloxymethyl)-2-methoxy-4-oxo-5-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

There total 2 articles about 2,2-Dimethyl-propionic acid (2S,3S,5R,6R)-6-(2,2-dimethyl-propionyloxymethyl)-2-methoxy-4-oxo-5-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester 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: 73.0%

: 90213-79-9
(2S,3S,5R,6R)-5-hydroxy-2-methoxy-4-oxo-6-(pivaloyloxymethyl)tetrahydro-2H-pyran-3-yl pivalate

: 1005-56-7
phenylcarbonochloridothioate

: 176449-83-5
2,2-Dimethyl-propionic acid (2S,3S,5R,6R)-6-(2,2-dimethyl-propionyloxymethyl)-2-methoxy-4-oxo-5-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: With dmap; In pyridine; Ambient temperature;
DOI:10.1021/jo952220e

Reference yield:

: 76520-84-8
methyl 2,6-di-O-pivaloyl-α-D-glucopyranoside

: 176449-83-5
2,2-Dimethyl-propionic acid (2S,3S,5R,6R)-6-(2,2-dimethyl-propionyloxymethyl)-2-methoxy-4-oxo-5-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent Turnov_. / pyridinium chlorochromate-alumina / CH₂Cl₂ / 48 h / Heating

2: 73 percent / 4-(dimethylamino)pyridine / pyridine / Ambient temperature

With dmap; pyridiniumchlorochromate on aluminumoxide; In pyridine; dichloromethane;
DOI:10.1021/jo952220e

Reference yield:

: 176449-83-5
2,2-Dimethyl-propionic acid (2S,3S,5R,6R)-6-(2,2-dimethyl-propionyloxymethyl)-2-methoxy-4-oxo-5-phenoxythiocarbonyloxy-tetrahydro-pyran-3-yl ester

: (4R,5S,6R,7S,9S)-6-(2,2-Dimethyl-propionyloxy)-9-(2,2-dimethyl-propionyloxymethyl)-7-methoxy-2-phenyl-1,3,8-trioxa-spiro[4.5]decane-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / Bu₃SnH, AIBN / toluene / 3 h / 90 °C

2: 95 percent / CHCl₃ / 20 h / Heating

3: 100 percent / OsO₄, pyridine / 2 h / Ambient temperature; further reagents

4: 1) ZnCl₂ / 1) room temperature, 30 min, 2) room temperature, 5 d

With pyridine; osmium(VIII) oxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; zinc(II) chloride; In chloroform; toluene;
DOI:10.1021/jo952220e