Cas no 220017-47-0 (1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose)
1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose is a fully protected derivative of D-mannose, where all hydroxyl groups are esterified with pivaloyl groups. This modification enhances the compound's stability, making it particularly useful in glycosylation reactions and carbohydrate chemistry. The pivaloyl groups provide steric protection, preventing unwanted side reactions and ensuring high selectivity during synthetic transformations. Its crystalline nature facilitates purification and handling, while its well-defined structure allows for precise control in oligosaccharide synthesis. This compound is commonly employed as an intermediate in the preparation of complex glycoconjugates and as a building block for glycosyl donors in stereoselective glycosylation protocols.
220017-47-0 structure
Product Name:1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose
CAS No:220017-47-0
MF:C31H52O11
MW:600.737991333008
MDL:MFCD11112186
CID:850582
PubChem ID:87560664
Update Time:2025-10-06
1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose Chemical and Physical Properties
Names and Identifiers
-
- 1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose
- NULL
- (3S,4S,5R,6R)-6-((Pivaloyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrakis(2,2-dimethylpropanoate)
-
- MDL： MFCD11112186
- Inchi： 1S/C31H52O11/c1-27(2,3)22(32)37-16-17-18(39-23(33)28(4,5)6)19(40-24(34)29(7,8)9)20(41-25(35)30(10,11)12)21(38-17)42-26(36)31(13,14)15/h17-21H,16H2,1-15H3/t17-,18-,19+,20+,21?/m1/s1
- InChI Key： PLXCBOJERHYNCS-AUGMSIGLSA-N
- SMILES： O1C([C@H]([C@H]([C@@H]([C@H]1COC(C(C)(C)C)=O)OC(C(C)(C)C)=O)OC(C(C)(C)C)=O)OC(C(C)(C)C)=O)OC(C(C)(C)C)=O
Computed Properties
- Exact Mass: 600.35100
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 11
- Heavy Atom Count: 42
- Rotatable Bond Count: 16
- Complexity: 1010
- XLogP3: 7.6
- Topological Polar Surface Area: 141
Experimental Properties
- Melting Point: 167.0 to 171.0 deg-C
- PSA: 140.73000
- LogP: 4.76360
1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose Security Information
- Regulatory Condition Code：Class Q (sugars, alkaloids, antibiotics, hormones)
- Storage Condition：0-10°C
1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Alichem | A119001651-5g |
(3S,4S,5R,6R)-6-((Pivaloyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrakis(2,2-dimethylpropanoate) |
220017-47-0 | 95% | 5g |
$582.12 | 2023-09-02 | |
| Chemenu | CM322338-5g |
(3S,4S,5R,6R)-6-((Pivaloyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrakis(2,2-dimethylpropanoate) |
220017-47-0 | 95% | 5g |
$550 | 2021-06-15 | |
| SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd. | P868115-250mg |
1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose |
220017-47-0 | ≥98% | 250mg |
￥341.10 | 2022-10-10 | |
| abcr | AB261782-5 g |
1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose; . |
220017-47-0 | 5g |
€177.00 | 2022-06-11 | ||
| abcr | AB261782-25 g |
1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose; . |
220017-47-0 | 25g |
€347.50 | 2022-06-11 | ||
| Chemenu | CM322338-1g |
(3S,4S,5R,6R)-6-((Pivaloyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrakis(2,2-dimethylpropanoate) |
220017-47-0 | 95%+ | 1g |
$134 | 2024-07-18 | |
| abcr | AB261782-1g |
1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose; . |
220017-47-0 | 1g |
€350.70 | 2025-04-19 | ||
| eNovation Chemicals LLC | D964863-250mg |
(3S,4S,5R,6R)-6-((Pivaloyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrakis(2,2-dimethylpropanoate) |
220017-47-0 | 98.0% | 250mg |
$270 | 2024-06-07 | |
| eNovation Chemicals LLC | D964863-1g |
(3S,4S,5R,6R)-6-((Pivaloyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrakis(2,2-dimethylpropanoate) |
220017-47-0 | 98.0% | 1g |
$740 | 2024-06-07 | |
| abcr | AB261782-1 g |
1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose; . |
220017-47-0 | 1 g |
€406.10 | 2023-07-20 |
1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose Related Literature
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Hyejin Moon,Aaron R. Wheeler,Robin L. Garrell,Chang-Jin “CJ” Kim Lab Chip, 2006,6, 1213-1219
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Haitao Li,Yu Pan,Zhizhi Wang,Shan Chen,Ruixin Guo,Jianqiu Chen RSC Adv., 2015,5, 100775-100782
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Tanya Ostapenko,Peter J. Collings,Samuel N. Sprunt,J. T. Gleeson Soft Matter, 2013,9, 9487-9498
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Chandran Rajendran,Govindaswamy Satishkumar,Charlotte Lang,Eric M. Gaigneaux Catal. Sci. Technol., 2020,10, 2583-2592
-
Li-Hua Gan,Rui Wu,Jian-Lei Tian,Patrick W. Fowler Phys. Chem. Chem. Phys., 2017,19, 419-425
220017-47-0 (1,2,3,4,6-Penta-O-pivaloyl-D-mannopyranose) Related Products
- 118711-42-5(D-galactose pentapivalate)
- 115655-77-1(Hexadecanoic acid,11-[[O-6-deoxy-4-O-(2-methyl-1-oxopropyl)-a-L-mannopyranosyl-(1®4)-O-6-deoxy-2-O-(2-methyl-1-oxopropyl)-a-L-mannopyranosyl-(1®4)-O-6-deoxy-a-L-mannopyranosyl-(1®4)-6-deoxy-a-L-mannopyranosyl]oxy]-,intramol. 1,3''-ester, (11S)- (9CI))
- 121043-09-2([(2S,3R,4R,5S,6S)-3,5-Dihydroxy-2-[(2S,3S,4S,5R,6S)-5-hydroxy-2-methyl-4-(2-methylpropanoyloxy)-6-[[(1R,3S,5S,6S,7S,19S,21R,23S,24S,25R,26R)-24,25,26-trihydroxy-5,23-dimethyl-9-oxo-19-pentyl-2,4,8,20,22-pentaoxatricyclo[19.2.2.13,7]hexacosan-6-yl]oxy]oxan-3-yl]oxy-6-methyloxan-4-yl] 2-methylpropanoate)
- 121043-15-0([(2S,3R,4S,5R,6S)-4,5-Dihydroxy-2-methyl-6-[(2S,3S,4R,5R,6S)-2-methyl-5-(2-methylpropanoyloxy)-6-[[(1R,3S,5S,6S,7S,19S,21R,23S,24S,25R,26R)-24,25,26-trihydroxy-5,23-dimethyl-9-oxo-19-pentyl-2,4,8,20,22-pentaoxatricyclo[19.2.2.13,7]hexacosan-6-yl]oxy]-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxyoxan-3-yl] 2-methylpropanoate)
- 108342-85-4(b-D-Galactopyranose,pentakis(2,2-dimethylpropanoate) (9CI))
- 156848-78-1(Hexadecanoic acid,11-[[O-6-deoxy-a-L-mannopyranosyl-(1®3)-O-[6-deoxy-4-O-(2-methyl-1-oxopropyl)-a-L-mannopyranosyl-(1®4)]-O-6-deoxy-2-O-(1-oxodecyl)-a-L-mannopyranosyl-(1®4)-O-6-deoxy-a-L-mannopyranosyl-(1®2)-6-deoxy-b-D-galactopyranosyl]oxy]-,intramol. 1,3''-ester, (11S)- (9CI))
- 220017-49-2(1,2,3,6-Tetra-O-pivaloyl-a-D-galactofuranoside)
- 122037-26-7(Hexadecanoic acid, 11-[[O-6-deoxy-4-O-(2-methyl-1-oxopropyl)-α-L-mannopyranosyl-(1→4)-O-6-deoxy-2-O-(2-methyl-1-oxopropyl)-α-L-mannopyranosyl-(1→4)-O-6-deoxy-α-L-mannopyranosyl-(1→2)-6-deoxy-β-D-galactopyranosyl]oxy]-, intramol. 1,3''-ester, (11S)- (9CI))
- 115655-78-2(Hexadecanoic acid,11-[[O-6-deoxy-4-O-(2-methyl-1-oxopropyl)-a-L-mannopyranosyl-(1®4)-O-6-deoxy-3-O-(2-methyl-1-oxopropyl)-a-L-mannopyranosyl-(1®4)-O-6-deoxy-a-L-mannopyranosyl-(1®4)-6-deoxy-a-L-mannopyranosyl]oxy]-,intramol. 1,3''-ester, (11S)- (9CI))
- 233593-22-1(β-D-Mannopyranoside, (2R,3S)-2,3,4-trihydroxybutyl, 4-acetate 3-hexadecanoate 2-(2-methylpropanoate))
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