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55628-54-1 molecular structure
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(2R,3S,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran

ChemBase ID: 150893
Molecular Formular: C27H28O4
Molecular Mass: 416.50882
Monoisotopic Mass: 416.19875938
SMILES and InChIs

SMILES:
c1ccc(cc1)COC[C@@H]1[C@H]([C@@H](C=CO1)OCc1ccccc1)OCc1ccccc1
Canonical SMILES:
c1ccc(cc1)CO[C@@H]1[C@@H](COCc2ccccc2)OC=C[C@H]1OCc1ccccc1
InChI:
InChI=1S/C27H28O4/c1-4-10-22(11-5-1)18-28-21-26-27(31-20-24-14-8-3-9-15-24)25(16-17-29-26)30-19-23-12-6-2-7-13-23/h1-17,25-27H,18-21H2/t25-,26-,27+/m1/s1
InChIKey:
MXYLLYBWXIUMIT-PFBJBMPXSA-N

Cite this record

CBID:150893 http://www.chembase.cn/molecule-150893.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2R,3S,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran
IUPAC Traditional name
(2R,3S,4R)-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]-3,4-dihydro-2H-pyran
Synonyms
Tri-O-benzyl-D-glucal
3,4,6-Tri-O-benzyl-D-glucal
三苄基-D-葡萄糖烯
CAS Number
55628-54-1
MDL Number
MFCD00061640
Beilstein Number
1691968
PubChem SID
24860481
162245053
24889394
PubChem CID
11742644

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 11742644 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 5.465459  LogD (pH = 7.4) 5.465459 
Log P 5.465459  Molar Refractivity 121.8705 cm3
Polarizability 47.89774 Å3 Polar Surface Area 36.92 Å2
Rotatable Bonds 10  Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
57-58 °C(lit.) expand Show data source
57-58°C expand Show data source
57-59 °C expand Show data source
Optical Rotation
[α]20/D -2.7±0.5°, c = 5% in chloroform expand Show data source
[α]25/D -2.7°, c = 5 in chloroform expand Show data source
-2.7 (c=5 in chloroform) expand Show data source
Storage Warning
Hygroscopic expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥95.0% (sum of enantiomers, TLC) expand Show data source
97% expand Show data source
Grade
purum expand Show data source
Shipped in
wet ice expand Show data source
Empirical Formula (Hill Notation)
C27H28O4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 337439 external link
Application
Important building block for both solution- and solid-phase synthesis of oligosaccharides.1
Packaging
1, 5 g in glass bottle
Sigma Aldrich - 90672 external link
Other Notes
Carbohydrate building block; synthesis of α- and β-glycosides 1,2,3

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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