[(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane
CAS No.:172427-56-4
Molecular Formula:C₂₆H₄₀Br₂O₆Si
Molecular Weight:636.494
Hs Code.:

[(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

Synonyms:[(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

Suppliers and Price of [(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of [(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of [(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

There total 13 articles about [(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane 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:

: 172427-41-7
((2S,3S,4S,5R,6R)-3-Allyloxy-4-benzyloxy-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-acetic acid ethyl ester

: 172427-56-4
[(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 14 steps

1: 1.) H₂; 2.) I₂ / 1.) 2MeP)2>PF₆ / 1.) THF; 2.) H₂O, RT

2: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

3: DIBALH / CH₂Cl₂ / -78 °C

4: toluene / Ambient temperature

5: 92 percent / DIBALH / CH₂Cl₂ / -78 °C

6: t-BuOOH, (+)-DET, Ti(Oi-Pr)4, 4 Angstroem MS / CH₂Cl₂ / -20 °C

7: SO₃*Pyr, Et₃N, DMSO / CH₂Cl₂ / 0 °C

8: toluene / Ambient temperature

9: TBAF / tetrahydrofuran / Ambient temperature

10: Pd(PPh₃)4, Ph₃P / CH₂Cl₂ / Ambient temperature

11: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

12: OsO₄, NMO / acetone; H₂O / Ambient temperature

13: NaIO₄ / tetrahydrofuran; H₂O / Ambient temperature

14: Ph₃P / CH₂Cl₂ / 0 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-methyl-2-indolinone; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; 4 Angstroem MS; tetrabutyl ammonium fluoride; hydrogen; iodine; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; In tetrahydrofuran; dichloromethane; water; acetone; toluene;
DOI:10.1016/0040-4039(95)01973-L

Reference yield:

: 558-13-4
carbon tetrabromide

: (2R,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-2-carbaldehyde

: 172427-56-4
[(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With triphenylphosphine; In dichloromethane; at 0 ℃; Yield given;
DOI:10.1016/0040-4039(95)01973-L

Reference yield:

: ((2S,3S,4R,5R,6R)-4-Benzyloxy-3-hydroxy-5-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yl)-acetic acid ethyl ester

: 172427-56-4
[(2S,3S,4aS,6R,7R,8S,8aS)-8-Benzyloxy-2-(2,2-dibromo-vinyl)-7-methoxy-6-methoxymethyl-octahydro-pyrano[3,2-b]pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 13 steps

1: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

2: DIBALH / CH₂Cl₂ / -78 °C

3: toluene / Ambient temperature

4: 92 percent / DIBALH / CH₂Cl₂ / -78 °C

5: t-BuOOH, (+)-DET, Ti(Oi-Pr)4, 4 Angstroem MS / CH₂Cl₂ / -20 °C

6: SO₃*Pyr, Et₃N, DMSO / CH₂Cl₂ / 0 °C

7: toluene / Ambient temperature

8: TBAF / tetrahydrofuran / Ambient temperature

9: Pd(PPh₃)4, Ph₃P / CH₂Cl₂ / Ambient temperature

10: 2,6-lutidine / CH₂Cl₂ / Ambient temperature

11: OsO₄, NMO / acetone; H₂O / Ambient temperature

12: NaIO₄ / tetrahydrofuran; H₂O / Ambient temperature

13: Ph₃P / CH₂Cl₂ / 0 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-methyl-2-indolinone; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; 4 Angstroem MS; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; acetone; toluene;
DOI:10.1016/0040-4039(95)01973-L