[(2R)-2-[(3aR,5S,6S,6aR)-6-acetyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-methylsulfonyloxyethyl] benzoate

Base Information

Chemical Name:[(2R)-2-[(3aR,5S,6S,6aR)-6-acetyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-methylsulfonyloxyethyl] benzoate
CAS No.:102029-58-3
Molecular Formula:C19H24 O10 S
Molecular Weight:444.46
Hs Code.:29400090
DSSTox Substance ID:DTXSID90555539
Wikidata:Q82436913
Mol file:102029-58-3.mol

Synonyms:102029-58-3;[(2R)-2-[(3aR,5S,6S,6aR)-6-acetyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-methylsulfonyloxyethyl] benzoate;3-O-Acetyl-6-O-benzoyl-5-O-methylsulfonyl-1,2-O-isopropylidene-a-D-glucofuranose;3-O-ACETYL-6-O -BENZOYL-5-O-(METHYLSULFONYL)-1,2-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSE;SCHEMBL8740839;DTXSID90555539;W-200656;a-D-Glucofuranose,1,2-O-(1-methylethylidene)-,3-acetate 6-benzoate 5-methanesulfonate

Suppliers and Price of [(2R)-2-[(3aR,5S,6S,6aR)-6-acetyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-methylsulfonyloxyethyl] benzoate

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

Usbiological
3-O-Acetyl-6-O-benzoyl-5-O-methylsulfonyl-1,2-O-isopropylidene-a-D-glucofuranose
1g
$ 372.00

American Custom Chemicals Corporation
3-O-ACETYL-6-O-BENZOYL-5-O-METHYLSULFONYL-1,2-O-ISOPROPYLIDENE-A-D-GLUCOFURANOSE 95.00%
5MG
$ 495.72

Total 7 raw suppliers

Chemical Property of [(2R)-2-[(3aR,5S,6S,6aR)-6-acetyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-methylsulfonyloxyethyl] benzoate

Chemical Property:

Melting Point:128-130 °C(lit.)
PSA：132.04000
LogP:2.07710
XLogP3:1.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:9
Exact Mass:444.10901813
Heavy Atom Count:30
Complexity:737

Purity/Quality:

99.90% ^*data from raw suppliers

3-O-Acetyl-6-O-benzoyl-5-O-methylsulfonyl-1,2-O-isopropylidene-a-D-glucofuranose ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)OC1C2C(OC1C(COC(=O)C3=CC=CC=C3)OS(=O)(=O)C)OC(O2)(C)C
Isomeric SMILES:CC(=O)O[C@@H]1[C@@H]2[C@H](O[C@@H]1[C@@H](COC(=O)C3=CC=CC=C3)OS(=O)(=O)C)OC(O2)(C)C

Technology Process of [(2R)-2-[(3aR,5S,6S,6aR)-6-acetyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-methylsulfonyloxyethyl] benzoate

There total 4 articles about [(2R)-2-[(3aR,5S,6S,6aR)-6-acetyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-methylsulfonyloxyethyl] benzoate 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: 90.6%

: 24807-96-3
3-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose

: 98-88-4
benzoyl chloride

: 124-63-0
methanesulfonyl chloride

: 102029-58-3
3-O-acetyl-6-O-benzoyl-1,2-O-isopropylidene-5-O-methylsulphonyl-α-D-glucofuranose

Guidance literature:: 3-O-acetyl-1,2-O-isopropylidene-α-D-glucofuranose; benzoyl chloride; With pyridine; In tetrahydrofuran; at 0 - 20 ℃; for 4h;

methanesulfonyl chloride; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h;

Reference yield: 68.5%

: 582-25-2
Potassium benzoate

: 118176-19-5
3-O-acetyl-1,2-O-isoprpylidene-5,6-di-O-methanesulphonyl-α-D-glucofuranose

: 102029-58-3
3-O-acetyl-6-O-benzoyl-1,2-O-isopropylidene-5-O-methylsulphonyl-α-D-glucofuranose

Guidance literature:: In N,N-dimethyl-formamide; at 70 ℃; for 5h;
DOI:10.1016/0008-6215(88)85060-2

Reference yield:

: 582-52-5
1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

: 102029-58-3
3-O-acetyl-6-O-benzoyl-1,2-O-isopropylidene-5-O-methylsulphonyl-α-D-glucofuranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / tetrahydrofuran / 4 h / -2 - 20 °C

2.1: acetic acid / water / 14 h / 55 °C

3.1: pyridine / tetrahydrofuran / 4 h / 0 - 20 °C

3.2: 2.5 h / 0 - 20 °C

With pyridine; acetic acid; In tetrahydrofuran; water;