Cas no 81058-27-7 ([(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate)

[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate structure
81058-27-7 structure
Product Name:[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate
CAS No:81058-27-7
MF:C26H43BrO9
MW:579.518228769302
MDL:MFCD08275217
CID:60291
PubChem ID:10886360
Update Time:2024-10-27

[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate Chemical and Physical Properties

Names and Identifiers

    • 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide
    • TETRAKIS(2,2-DIMETHYLPROPANOATE)-A-D-GLUCOPYRANOSYL BROMIDE
    • TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE
    • 2,3,4,6-Tetra-O-pivaloyl-a-D-glucopyranosylbromide
    • 2,3,4,6-Tetra-O-pivaloyl-a-D-glucopyranosyl bromide (stabilised with CaCO3)
    • [(2S,3S,4S,5R,6S)-6-broMo-3,4,5-tris(2,2-diMethylpropanoyloxy)tetrahydropyran-2-yl]Methyl2,2-diMethylpropanoate
    • (2R,3R,4S,5R,6R)-2-Bromo-6-((pivaloyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tris(2,2-dimethylpropanoate)
    • 2,3,4,6-TETRA-O-PIVALOYL-α-D-GLUCOPYRANOSYL BROMIDE
    • Tetra-O-pivaloyl-α-D
    • Tetra-O-pivaloyl-α-D-glucopyranosyl Bromide
    • 2,3,3-Trimethyl-5-Chloro-3H-Indole
    • Tetrakis(2,2-Dimethylpropanoate)-α-D-Glucopyranosyl Bromide
    • [(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate
    • (2R,3R,4S,5R,6R)-2-Bromo-6-((pivaloyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyltris(2,2-dimethylpropanoate)
    • F12912
    • EC 686-241-8
    • BS-29473
    • A864609
    • 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide, >=90% (TLC)
    • AKOS024462364
    • AC-26309
    • DTXSID801020960
    • 2,3,4,6-tetra-o-pivaloyl-a-d-glucopyranosyl bromide
    • 2,3,4,6-Tetra-O-pivaloylalpha-D-glucopyranosyl bromide
    • (2R,3R,4S,5R,6R)-2-Bromo-6-((pivaloyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tris(2,2-dimethylpropanoate) (Empagliflozin Impurity pound(c)
    • [(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris(2,2-dimethylpropanoyloxy)oxan-2-yl]methyl 2,2-dimethylpropanoate
    • alpha-D-Glucopyranosyl bromide, 2,3,4,6-tetrakis(2,2-dimethylpropanoate)
    • 2,3,4,6-TETRAKIS-O-(2,2-DIMETHYLPROPANOYL)-ALPHA-D-GLUCOPYRANOSYL BROMIDE
    • 81058-27-7
    • BSDBCYHGMPHOAL-SFFUCWETSA-N
    • Tetra-O-pivaloyl-
    • CS-0165066
    • MFCD08275217
    • AMY39015
    • SCHEMBL1039837
    • 2,3,4,6-tetra-O-pivaloyl-alpha-D-gluco-pyranosyl bromide
    • (2R,3R,4S,5R,6R)-2-bromo-6-(pivaloyloxymethyl)tetrahydro-2H-pyran-3,4,5-triyl tris(2,2-dimethylpropanoate)
    • A inverted exclamation mark-D-glucopyranosyl bromide
    • α-D-Glucopyranosyl bromide, tetrakis(2,2-dimethylpropanoate) (9CI)
    • 2,3,4,6-Tetrakis(2,2-dimethylpropanoate) alpha-D-Glucopyranosyl Bromide; 2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide;
    • I+/--aD-aGlucopyranosyl bromide, 2,a3,a4,a6-atetrakis(2,a2-adimethylpropanoate)
    • MDL： MFCD08275217
    • Inchi： 1S/C26H43BrO9/c1-23(2,3)19(28)32-13-14-15(34-20(29)24(4,5)6)16(35-21(30)25(7,8)9)17(18(27)33-14)36-22(31)26(10,11)12/h14-18H,13H2,1-12H3/t14-,15-,16+,17-,18+/m1/s1
    • InChI Key： BSDBCYHGMPHOAL-SFFUCWETSA-N
    • SMILES： O([C@@H]1[C@@H](COC(=O)C(C)(C)C)O[C@H](Br)[C@H](OC(=O)C(C)(C)C)[C@H]1OC(=O)C(C)(C)C)C(=O)C(C)(C)C

Computed Properties

  • Exact Mass: 578.20900
  • Monoisotopic Mass: 578.20905g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 36
  • Rotatable Bond Count: 13
  • Complexity: 824
  • 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: 7.1
  • Topological Polar Surface Area: 114?2

Experimental Properties

  • Density: 1.22
  • Boiling Point: 530.5°C at 760 mmHg
  • Flash Point: 274.6°C
  • Refractive Index: 1.494
  • PSA: 114.43000
  • LogP: 4.56920

[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate Security Information

  • Hazard Category Code： 36/37/38
  • Safety Instruction： S26; S36
  • Hazardous Material Identification： Xi
  • Storage Condition：(BD64934)
  • Risk Phrases：R36/37/38

[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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 81058-27-7 95%
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2,3,4,6-Tetra-O-pivaloyl-alpha-D-glucopyranosyl bromide
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SHANG HAI XIAN DING Biotechnology Co., Ltd.
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SHANG HAI XIAN DING Biotechnology Co., Ltd.
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 81058-27-7 98%
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[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Bromotrimethylsilane Catalysts: Bismuth bromide Solvents: Dichloromethane ;  24 h, rt
Reference
High-yield syntheses of tetra-O-benzyl-α-D-glucopyranosyl bromide and tetra-O-pivaloyl-α-D-glucopyranosyl bromide and their advantage in the Koenigs-Knorr reaction
Presser, Armin; et al, Monatshefte fuer Chemie, 2006, 137(3), 365-374

Production Method 2

Reaction Conditions
1.1 Reagents: Hydrogen bromide Solvents: Acetic acid ,  Dichloromethane ;  rt; 16 h, rt
Reference
Stereoselective C-Glycosylation Reactions with Arylzinc Reagents
Lemaire, Sebastien; et al, Organic Letters, 2012, 14(6), 1480-1483

Production Method 3

Reaction Conditions
1.1 Reagents: Pyridine Solvents: Dichloromethane ;  reflux; reflux; 24 h, reflux
2.1 Reagents: Hydrogen bromide Solvents: Acetic acid ,  Dichloromethane ;  rt; 16 h, rt
Reference
Stereoselective C-Glycosylation Reactions with Arylzinc Reagents
Lemaire, Sebastien; et al, Organic Letters, 2012, 14(6), 1480-1483

Production Method 4

Reaction Conditions
1.1 Reagents: Acetic acid ,  Hydrogen bromide Solvents: Dichloromethane ;  0 °C; 0 °C → 25 °C; 2 h, 25 °C
1.2 Solvents: Water ;  0 °C
Reference
Glycosyl-Radical-Based Synthesis of C-Alkyl Glycosides via Photo-mediated Defluorinative gem-Difluoro-allylation
Li, Cai-Yi; et al, Organic Letters, 2021, 23(22), 8899-8904

Production Method 5

Reaction Conditions
1.1 Reagents: Acetic acid ,  Hydrogen bromide Solvents: Dichloromethane ;  10 min, 0 °C → rt; 3 h, rt
Reference
Excited-State Palladium-Catalyzed 1,2-Spin-Center Shift Enables Selective C-2 Reduction, Deuteration, and Iodination of Carbohydrates
Zhao, Gaoyuan; et al, Journal of the American Chemical Society, 2021, 143(4), 1728-1734

Production Method 6

Reaction Conditions
1.1 Reagents: Sodium methoxide Solvents: Methanol ;  5 h, rt
Reference
Total Syntheses of Rhodiolosides A and D and of Sachalinols A-C
Simon, Kristina; et al, European Journal of Organic Chemistry, 2011, (8), 1493-1503

[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate Raw materials

[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate Preparation Products

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Suzhou Senfeida Chemical Co., Ltd
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Order Number:sfd510
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(CAS:81058-27-7)[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate
Order Number:A864609
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(CAS:81058-27-7)恩格列凈雜質(zhì)35
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Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:50
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[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate Related Literature

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81058-27-7 ([(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate) Related Products

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Suzhou Senfeida Chemical Co., Ltd
(CAS:81058-27-7)2,3,4,6-TETRA-O-PIVALOYL-ALPHA-D-GLUCOPYRANOSYL BROMIDE
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Amadis Chemical Company Limited
(CAS:81058-27-7)[(2R,3R,4S,5R,6R)-6-bromo-3,4,5-tris[(2,2-dimethylpropanoyl)oxy]oxan-2-yl]methyl 2,2-dimethylpropanoate
A864609
Purity:99%
Quantity:500g
Price ($):309.0
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