(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-(1,3-benzothiazol-2-ylmethyl)phenyl]-D-glucitol

Base Information

Chemical Name:(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-(1,3-benzothiazol-2-ylmethyl)phenyl]-D-glucitol
CAS No.:1377891-83-2
Molecular Formula:C₂₈H₂₉NO₉S
Molecular Weight:555.606
Hs Code.:

Synonyms:

Suppliers and Price of (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-(1,3-benzothiazol-2-ylmethyl)phenyl]-D-glucitol

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 (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-(1,3-benzothiazol-2-ylmethyl)phenyl]-D-glucitol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-(1,3-benzothiazol-2-ylmethyl)phenyl]-D-glucitol

There total 4 articles about (1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-(1,3-benzothiazol-2-ylmethyl)phenyl]-D-glucitol 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:

: 655237-49-3
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol

: 1377891-83-2
(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-(1,3-benzothiazol-2-ylmethyl)phenyl]-D-glucitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 24 h / 20 °C

1.2: 24 h / 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

3.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.5 h / 20 °C

4.1: chloro-trimethyl-silane; ethylene dibromide; zinc / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

4.2: 2 h / Inert atmosphere; Reflux

With chloro-trimethyl-silane; carbon tetrabromide; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; ethylene dibromide; triphenylphosphine; zinc; In tetrahydrofuran; methanol; dichloromethane; 4.2: Negishi coupling;
DOI:10.1016/j.bmc.2012.03.051

Reference yield:

: 1377891-78-5
(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-({[tert-butyl(diphenyl)silyl]oxy}methyl)phenyl]-D-glucitol

: 1377891-83-2
(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-(1,3-benzothiazol-2-ylmethyl)phenyl]-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

2.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.5 h / 20 °C

3.1: chloro-trimethyl-silane; ethylene dibromide; zinc / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

3.2: 2 h / Inert atmosphere; Reflux

With chloro-trimethyl-silane; carbon tetrabromide; tetrabutyl ammonium fluoride; ethylene dibromide; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; 3.2: Negishi coupling;
DOI:10.1016/j.bmc.2012.03.051

Reference yield:

: 124038-07-9
3-bromo-O-(tert-butyldiphenylsilyl)benzyl ether

: 1377891-83-2
(1S)-2,3,4,6-tetra-O-acetyl-1,5-anhydro-1-[3-(1,3-benzothiazol-2-ylmethyl)phenyl]-D-glucitol

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran; hexane; toluene / 0.17 h / -78 °C

1.2: 2 h / -78 °C

2.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / -78 - -20 °C

3.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 24 h / 20 °C

3.2: 24 h / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

5.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.5 h / 20 °C

6.1: chloro-trimethyl-silane; ethylene dibromide; zinc / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

6.2: 2 h / Inert atmosphere; Reflux

With triethylsilane; n-butyllithium; chloro-trimethyl-silane; carbon tetrabromide; palladium 10% on activated carbon; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; ethylene dibromide; triphenylphosphine; zinc; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene; 6.2: Negishi coupling;
DOI:10.1016/j.bmc.2012.03.051