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ChemicalBook >> CAS DataBase List >>1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose

1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose

1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose Structure
1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose structure
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;α-D-Mannose pentaacetate;ALPHA-D-MANNOSE PENTAACETATE;per-O-acetyl-α-D-mannopyranose;NSC 51251;D-Mannose Pentacetate;A-D-mannosepentaacetate;penta-O-acetyl-α-D-Mannose;αlpha-D-Mannose pentaacetate;D-(alpha)-Mannose pentaacetate
CBNumber:
CB3716993
Molecular Formula:
C16H22O11
Molecular Weight:
390.34
MDL Number:
MFCD00069798
MOL File:
4163-65-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:52:10
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1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose Properties

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)
UNSPSC Code 12352201
NACRES NA.25

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
PPE Eyeshields, Gloves, type N95 (US)
WGK Germany  3
Storage Class 11 - Combustible Solids

1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M6633 α-D-Mannose pentaacetate 4163-65-9 5g $388 2026-04-30 Buy
Sigma-Aldrich M6633 α-D-Mannose pentaacetate 4163-65-9 25g $1340 2023-06-20 Buy
TCI Chemical M3672 α-D-Mannose Pentaacetate 4163-65-9 5G $45 2026-04-30 Buy
TCI Chemical M3672 α-D-Mannose Pentaacetate 4163-65-9 25G $135 2026-04-30 Buy
TRC TRC-P230105-1G 1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose 4163-65-9 1g $72 2026-06-03 Buy
Product number Packaging Price Buy
M6633 5g $388 Buy
M6633 25g $1340 Buy
M3672 5G $45 Buy
M3672 25G $135 Buy
TRC-P230105-1G 1g $72 Buy

1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose Chemical Properties, Uses, Production

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.

Uses

1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose (cas# 4163-65-9) is a compound useful in organic synthesis.

Synthesis

D(+)-Glucose

50-99-7

Acetic anhydride

108-24-7

BETA-D-GLUCOSE PENTAACETATE

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

D-glucose Dextrose D(+)-Glucose Acetic anhydride Sodium acetate

Preparation Products

2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl bromide 2-Chloro-4-nitrophenyl-a-D-mannopyranoside

1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose Suppliers

Global Suppliers ( 209)
Supplier Tel Email Country ProdList Advantage
Jinan Samuel Pharmaceutical Co., Ltd. 0531-88821801 15192360884 605818151@qq.com China 479 58
Zhejiang Synose Tech Co., Ltd. 0579-89172082 18720986928 191094223@qq.com China 73 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Chemsky (shanghai) International Co.,Ltd 021-50135380 shchemsky@sina.com China 15350 60
Shanghai Sunway Pharmaceutical Technology Co., Ltd 13761987713 hxzheng@sunwaypharm.cn China 8663 57
Hunan Hui Bai Shi Biotechnology Co., Ltd. 0731-85526065 13308475853 ivy@hnhbsj.com China 7236 62
Supplier Advantage
Jinan Samuel Pharmaceutical Co., Ltd. 58
Zhejiang Synose Tech Co., Ltd. 58
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
Energy Chemical 61
Accela ChemBio Co.,Ltd. 64
Shanghai Hanhong Scientific Co.,Ltd. 64
Chemsky (shanghai) International Co.,Ltd 60
Shanghai Sunway Pharmaceutical Technology Co., Ltd 57
Hunan Hui Bai Shi Biotechnology Co., Ltd. 62

View Latest Price from 1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose pictures 2026-09-15 1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose
4163-65-9
 1kg 98%min 1000kg WUHAN FORTUNA CHEMICAL CO., LTD
1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE pictures 2026-08-13 1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE
4163-65-9
 1KG 98% 2000 Shenzhen Nexcon Pharmatechs Ltd.
α-D-Mannose pentaacetate pictures 2026-08-07 α-D-Mannose pentaacetate
4163-65-9
 $2.00-50.00 1KG 99% 780000KG Shaanxi Dideu Medichem Co. Ltd

4163-65-9 (1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose) Related Search:

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Thiotolyl beta-D-ribofuranoside 4-Nitrophenyl-beta-D-xylopyranoside 1-O-Methyl-beta-D-glucuronic acid, sodium salt alpha-D-Mannopyranosyl azide tetraacetat 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl fluoride
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1of4

A-D-mannosepentaacetate ACETIC ACID (2R,3R,4S,5S,6R)-3,4,5,6-TETRAACETOXY-TETRAHYDRO-PYRAN-2-YLMETHYL ESTER 1-O,2-O,3-O,4-O,6-O-Pentaacetyl-α-D-mannopyranose Penta-O-acetyl-alpha-D-mannopyranose 1,2,3,4,6-O-Pentaacetyl-alpha-mannose 1,2,3,4,6-Penta-O-acetyl-alpha-D-mannose 2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl acetate alpha-D-Mannopyranose,1,2,3,4,6-pentaacetate D-Mannose Pentacetate 1,2,3,4,6-O-pentaacetyl-α-mannose 2,3,4,6-Tetra-O-acetyl-α-D-Mannopyranosyl Acetate NSC 51251 D-(alpha)-Mannose pentaacetate penta-O-acetyl-α-D-Mannose 1,2,3,4,6-Penta-O-acetyl-α-D-mannopyranose 6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANOSE [(2R,3R,4S,5S,6R)-3,4,5,6-tetraacetyloxyoxan-2-yl]methyl acetate .alpha.-D-Mannopyranose pentaacetate(4163-65-9) 1,2,3,4,6-Penta-O-acetyl-α-D-mannose 1,2,3,4,6-PENTA-O-ACETYL-ALPHA-D-MANNOPYRANO α-D-Mannopyranose, 1,2,3,4,6-pentaacetate 1,2,3,4,6-O-pentaacetyl- Α- mannose αlpha-D-Mannose pentaacetate α-D-Mannose pentaacetate, CAS 4163-65-9 (2R,3S,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate - [A72945] (2R,3S,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate ALPHA-D-MANNOSE PENTAACETATE per-O-acetyl-α-D-mannopyranose α-D-Mannose pentaacetate 1,2,3,4,6-Penta-O-acetyl-alpha-D-mannopyranose 4163-65-9 Monosaccharide Carbohydrates Biochemicals and Reagents BioChemical Carbohydrates & Derivatives 13C & 2H Sugars Glycon Biochem