2-C-(2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl) ethyne

Base Information

Chemical Name:2-C-(2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl) ethyne
CAS No.:168105-32-6
Molecular Formula:C16H20O9
Molecular Weight:356.32
Hs Code.:
Mol file:168105-32-6.mol

Synonyms:2-C-(2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl) ethyne;3,7-Anhydro-1,2-dideoxy-D-glycero-D-gulo-oct-1-ynitol tetraacetate

Suppliers and Price of 2-C-(2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl) ethyne

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

Biosynth Carbosynth
2-C-(2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl) ethyne
1 g
$ 4750.00

Total 3 raw suppliers

Chemical Property of 2-C-(2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl) ethyne

Chemical Property:

PSA：114.43000
LogP:-0.25480

Purity/Quality:

97% ^*data from raw suppliers

2-C-(2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl) ethyne ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2-C-(2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl) ethyne

There total 5 articles about 2-C-(2,3,4,6-Tetra-O-acetyl-b-D-glucopyranosyl) ethyne 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: 84.0%

: 108-24-7
acetic anhydride

: 168253-07-4
(2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-ethynyl-tetrahydro-pyran

: 168105-32-6
4,5,6,8-tetra-O-acetyl-3,7-anhydro-1,1,2,2-tetradehydro-1,2-dideoxy-D-glycero-D-gulo-octitol

Guidance literature:: With boron trifluoride diethyl etherate; for 2.5h;
DOI:10.1002/hlca.19960790722

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 168105-32-6
4,5,6,8-tetra-O-acetyl-3,7-anhydro-1,1,2,2-tetradehydro-1,2-dideoxy-D-glycero-D-gulo-octitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.33 h / -78 - 0 °C

1.2: 3.5 h / -78 °C

2.1: triethylsilane; boron trifluoride diethyl etherate / methanol; dichloromethane; acetonitrile / 4 h / -15 °C / Inert atmosphere

3.1: sodium hydroxide / methanol; dichloromethane / 2 h / 20 °C

4.1: boron trifluoride diethyl etherate / 0 - 20 °C

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile;
DOI:10.1016/j.bmcl.2011.10.062

Reference yield:

: 59531-24-7
2,3,4,6-tetra-O-benzyl-D-glucopyranoside

: 168105-32-6
4,5,6,8-tetra-O-acetyl-3,7-anhydro-1,1,2,2-tetradehydro-1,2-dideoxy-D-glycero-D-gulo-octitol

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic anhydride; dimethyl sulfoxide / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1.33 h / -78 - 0 °C

2.2: 3.5 h / -78 °C

3.1: triethylsilane; boron trifluoride diethyl etherate / methanol; dichloromethane; acetonitrile / 4 h / -15 °C / Inert atmosphere

4.1: sodium hydroxide / methanol; dichloromethane / 2 h / 20 °C

5.1: boron trifluoride diethyl etherate / 0 - 20 °C

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; acetic anhydride; dimethyl sulfoxide; sodium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; acetonitrile;
DOI:10.1016/j.bmcl.2011.10.062