1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE
- Product Name
- 1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE
- CAS No.
- 4163-65-9
- Chemical Name
- 1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE
- Synonyms
- (2R,3S,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate;ALPHA-D-MANNOSE PENTAACETATE;α-D-Mannose pentaacetate;NSC 51251;D-Mannose Pentacetate;A-D-mannosepentaacetate;penta-O-acetyl-α-D-Mannose;αlpha-D-Mannose pentaacetate;D-(alpha)-Mannose pentaacetate;per-O-acetyl-α-D-mannopyranose
- CBNumber
- CB3716993
- Molecular Formula
- C16H22O11
- Formula Weight
- 390.34
- MOL File
- 4163-65-9.mol
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE Property
- Melting point:
- 64-75°C
- Boiling point:
- 135 °C(Press: 0.0001 Torr)
- Density
- 1.30
- storage temp.
- Sealed in dry,Store in freezer, under -20°C
- solubility
- Soluble in chloroform
- form
- Powder
- color
- White to Off-white
- InChI
- InChI=1/C16H22O11/c1-7(17)22-6-12-13(23-8(2)18)14(24-9(3)19)15(25-10(4)20)16(27-12)26-11(5)21/h12-16H,6H2,1-5H3/t12-,13-,14+,15+,16+/s3
- InChIKey
- LPTITAGPBXDDGR-OWYFMNJBSA-N
- SMILES
- [C@@H]1(OC(=O)C)[C@H](OC(=O)C)[C@H](O[C@H](COC(=O)C)[C@H]1OC(=O)C)OC(=O)C |&1:0,5,10,12,18,r|
- CAS DataBase Reference
- 4163-65-9(CAS DataBase Reference)
Safety
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- M6633
- Product name
- α-D-Mannose pentaacetate
- Packaging
- 5g
- Price
- $363
- Updated
- 2025/07/31
- Product number
- M6633
- Product name
- α-D-Mannose pentaacetate
- Packaging
- 25g
- Price
- $1340
- Updated
- 2023/06/20
- Product number
- M3672
- Product name
- α-D-Mannose Pentaacetate
- Packaging
- 5G
- Price
- $45
- Updated
- 2025/07/31
- Product number
- M3672
- Product name
- α-D-Mannose Pentaacetate
- Packaging
- 25G
- Price
- $135
- Updated
- 2025/07/31
- Product number
- M6633
- Product name
- α-D-Mannose pentaacetate
- Packaging
- 100g
- Price
- $2750
- Updated
- 2023/06/20
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE Chemical Properties,Usage,Production
Uses
1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose (cas# 4163-65-9) is a compound useful in organic synthesis.
Uses
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE was used for glycosylation in a study that assessed novel synthetic inhibitors of selectin-mediated cell adhesion. 1 It has also been used in a study to investigate stereospecific entry to spiroketal glycosides using alkylidenecarbene CH insertion.
Synthesis
50-99-7
108-24-7
83-87-4
D-Anhydrous glucose (3.00 g, 16.6 mmol) was dissolved in anhydrous pyridine (33 mL) and acetic anhydride (31.5 mL, 333 mmol) was added slowly and dropwise at 0 °C and under nitrogen protection. The reaction mixture was stirred at 0 °C for 1 h. After that, a catalytic amount of DMAP (200 mg, 1.67 mmol) was added. Subsequently, the reaction mixture was gradually warmed up to room temperature, during which a slight exothermic phenomenon was observed. After 6 hours of reaction, the clarified yellow reaction solution was slowly poured into rapidly stirred ice water (125 mL) and a viscous solid was precipitated. After extraction by ethyl acetate (345 mL), the solvent was evaporated and co-evaporated with anhydrous toluene (320 mL) to give the final fully acetylated glucose as a yellow solid (5.84 g, 90% yield).
References
[1] Angewandte Chemie, International Edition, 2009, vol. 48, p. 2723 - 2726
[2] Angewandte Chemie, 2009, vol. 121, p. 2761 - 2764
[3] Tetrahedron, 2013, vol. 69, # 41, p. 8731 - 8737
[4] Green Chemistry, 2011, vol. 13, # 1, p. 59 - 63
[5] Journal of the Chinese Chemical Society, 2009, vol. 56, # 2, p. 398 - 403
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE manufacturers
- Product
- 1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE 4163-65-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 2000
- Release date
- 2025-06-05
- Product
- D-alpha-Mannose pentaacetate 4163-65-9
- Price
- US $79.00-38.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-11-15
- Product
- 1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE 4163-65-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-14