Cas no 23643-29-0 (1,6-Anhydro-4-O-p-toluenesulfonyl-b-D-glucopyranose)
1,6-Anhydro-4-O-p-toluenesulfonyl-β-D-glucopyranose is a chemically modified carbohydrate derivative with significant utility in synthetic organic chemistry. The introduction of the p-toluenesulfonyl (tosyl) group at the 4-position enhances its reactivity, making it a valuable intermediate for selective functionalization and glycosylation reactions. The 1,6-anhydro bridge confers rigidity to the glucopyranose ring, improving stereochemical control during synthetic transformations. This compound is particularly useful in the preparation of complex oligosaccharides, glycoconjugates, and other bioactive molecules, where precise regioselectivity is required. Its stability under various reaction conditions further underscores its versatility as a building block in carbohydrate chemistry.
23643-29-0 structure
Product Name:1,6-Anhydro-4-O-p-toluenesulfonyl-b-D-glucopyranose
CAS No:23643-29-0
MF:C13H16O7S
MW:316.326943397522
CID:254097
PubChem ID:10519469
Update Time:2025-10-29
1,6-Anhydro-4-O-p-toluenesulfonyl-b-D-glucopyranose Chemical and Physical Properties
Names and Identifiers
-
- 1,6-Anhydro-4-O-p-toluenesulfonyl-β-D-glucopyranose
- 1,6-ANHYDRO-4-O-P-TOLUENESULFONYL-B-D-GLUCOPYRANOSE
- 1,6-Anhydro-4-O-toluenesufonyl-β-D-glucopyranose
- b-D-Glucopyranose, 1,6-anhydro-,4-(4-methylbenzenesulfonate)
- (1R,2S,3R,4R,5R)-3,4-Dihydroxy-6,8-dioxabicyclo[3.2.1]oct-2-yl 4-methylbenzenesulfonate
- 1,6-Anhydro-
- 1,6-Anhydro-4-O-p-toluenesulfonyl-
- A-D-glucopyranose
- A-D-glucopyranose 4-(4-Methylbenzenesulfonate)
- AG-E-69280
- CTK8F3025
- FT-0662215
- Levoglucosan 4-p-Toluenesulfonate
- Levoglucosan,4-p-toluenesulfonate (7CI,8CI)
- AKOS030241827
- 1,6-Anhydro-4-O-p-toluenesulfonyl-beta-D-glucopyranose
- (1R,2S,3R,4R,5R)-3,4-Dihydroxy-6,8-dioxabicyclo[3.2.1]octan-2-yl 4-methylbenzene-1-sulfonate (non-preferred name)
- 1,6-Anhydro-4-O-p-toluenesufonyl-b-D-glucopyranose
- [(1R,2S,3R,4R,5R)-3,4-dihydroxy-6,8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate
- W-201992
- DTXSID00441217
- 1,6-Anhydro-4-O-p-toluenesulfonyl- beta -D-glucopyranose
- [(1R, 2S, 3R, 4R, 5R)-3, 4-dihydroxy-6, 8-dioxabicyclo[3.2.1]octan-2-yl] 4-methylbenzenesulfonate
- 1,6-Anhydro-beta-D-glucopyranose 4-(4-Methylbenzenesulfonate)
- 23643-29-0
- b-D-Glucopyranose,1,6-anhydro-,4-(4-methylbenzenesulfonate)
- 1,6-Anhydro-?-D-glucopyranose 4-(4-Methylbenzenesulfonate); Levoglucosan 4-p-Toluenesulfonate;
- (1R,2S,3R,4R,5R)-3,4-Dihydroxy-6,8-dioxabicyclo[3.2.1]octan-2-yl 4-methylbenzene-1-sulfonate
- 1,6-Anhydro-4-O-p-toluenesulfonyl-b-D-glucopyranose
-
- Inchi: 1S/C13H16O7S/c1-7-2-4-8(5-3-7)21(16,17)20-12-9-6-18-13(19-9)11(15)10(12)14/h2-5,9-15H,6H2,1H3/t9-,10-,11-,12-,13-/m1/s1
- InChI Key: UQADBXIDJFBONH-SYLRKERUSA-N
- SMILES: S(C1C=CC(C)=CC=1)(=O)(=O)O[C@H]1[C@@H]([C@H]([C@@H]2OC[C@H]1O2)O)O
Computed Properties
- Exact Mass: 316.06167402g/mol
- Monoisotopic Mass: 316.06167402g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 7
- Heavy Atom Count: 21
- Rotatable Bond Count: 3
- Complexity: 465
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 5
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: -0.1
- Topological Polar Surface Area: 111?2
Experimental Properties
- Melting Point: 116-117°C
1,6-Anhydro-4-O-p-toluenesulfonyl-b-D-glucopyranose Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| TRC | A658275-25mg |
1,6-Anhydro-4-O-p-toluenesulfonyl-b-D-glucopyranose |
23643-29-0 | 25mg |
$ 87.00 | 2023-04-19 | ||
| TRC | A658275-50mg |
1,6-Anhydro-4-O-p-toluenesulfonyl-b-D-glucopyranose |
23643-29-0 | 50mg |
$ 115.00 | 2023-04-19 | ||
| TRC | A658275-100mg |
1,6-Anhydro-4-O-p-toluenesulfonyl-b-D-glucopyranose |
23643-29-0 | 100mg |
$ 161.00 | 2023-04-19 | ||
| SHENG KE LU SI SHENG WU JI SHU | sc-220570-100mg |
1,6-Anhydro-4-O-p-toluenesulfonyl-β-D-glucopyranose, |
23643-29-0 | 100mg |
¥2482.00 | 2023-09-05 | ||
| Biosynth | MA04567-25 mg |
1,6-Anhydro-4-O-p-toluenesufonyl-b-D-glucopyranose |
23643-29-0 | 25mg |
$103.50 | 2023-01-04 | ||
| Biosynth | MA04567-50 mg |
1,6-Anhydro-4-O-p-toluenesufonyl-b-D-glucopyranose |
23643-29-0 | 50mg |
$182.00 | 2023-01-04 | ||
| Biosynth | MA04567-100 mg |
1,6-Anhydro-4-O-p-toluenesufonyl-b-D-glucopyranose |
23643-29-0 | 100MG |
$305.00 | 2023-01-04 | ||
| SHENG KE LU SI SHENG WU JI SHU | sc-220570-100 mg |
1,6-Anhydro-4-O-p-toluenesulfonyl-β-D-glucopyranose, |
23643-29-0 | 100MG |
¥2,482.00 | 2023-07-11 |
1,6-Anhydro-4-O-p-toluenesulfonyl-b-D-glucopyranose Related Literature
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J. Xu,T. J. Carrocci,A. A. Hoskins Chem. Commun., 2016,52, 549-552
-
Gang Pan,Yi-jie Bao,Jie Xu,Tao Liu,Cheng Liu,Yan-yan Qiu,Xiao-jing Shi,Hui Yu,Ting-ting Jia,Xia Yuan,Ze-ting Yuan,Yi-jun Cao RSC Adv., 2016,6, 42109-42119
-
Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739
-
Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
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