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68539-16-2 molecular structure
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(1R,2S,6R,8S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[6.4.0.02,6]dodecane-6-carboxylic acid hydrate

ChemBase ID: 119165
Molecular Formular: C12H20O8
Molecular Mass: 292.2824
Monoisotopic Mass: 292.1158176
SMILES and InChIs

SMILES:
[C@@]12([C@H]([C@H]3[C@@H](O1)COC(O3)(C)C)OC(O2)(C)C)C(=O)O.O
Canonical SMILES:
OC(=O)[C@]12O[C@@H]3[C@H]([C@@H]2OC(O1)(C)C)OC(OC3)(C)C.O
InChI:
InChI=1S/C12H18O7.H2O/c1-10(2)15-5-6-7(17-10)8-12(16-6,9(13)14)19-11(3,4)18-8;/h6-8H,5H2,1-4H3,(H,13,14);1H2/t6-,7+,8-,12+;/m0./s1
InChIKey:
ZFQRGFMVXLSLKZ-QCILGFJPSA-N

Cite this record

CBID:119165 http://www.chembase.cn/molecule-119165.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1R,2S,6R,8S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[6.4.0.02,6]dodecane-6-carboxylic acid hydrate
IUPAC Traditional name
(1R,2S,6R,8S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[6.4.0.02,6]dodecane-6-carboxylic acid hydrate
Synonyms
(3aS,3bR,7aS,8aR)-2,2,5,5-tetramethyltetrahydro-3aH-[1,3]dioxolo[4',5':4,5]furo[3,2-d][1,3]dioxine-8a-carboxylic acid hydrate
(-)-Diaceton-2-keto-L-gulonsäure
2,3:4,6-Di-O-isopropyliden-α-L-xylo-2-hexulofuranosonsäure
(-)-Diacetone-2-keto-L-gulonic acid
2,3:4,6-Di-O-isopropylidene-α-L-xylo-2-hexulofuranosonic acid
Dikegulac
(-)-2,3:4,6-Di-O-isopropylidene-2-keto-L-gulonic acid monohydrate
双酮古龙酸
双酮古洛糖酸
敌草克
(-)-2,3:4,6-二亚异丙基-2-酮-L-古洛糖酸 一水合物
CAS Number
68539-16-2
MDL Number
MFCD00150517
PubChem SID
162107345
24850824
24858969
PubChem CID
16211407

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.0536487  H Acceptors
H Donor LogD (pH = 5.5) -1.2941284 
LogD (pH = 7.4) -2.348553  Log P 1.1193137 
Molar Refractivity 60.7173 cm3 Polarizability 24.871696 Å3
Polar Surface Area 83.45 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
88-90 °C(lit.) expand Show data source
90-94 °C expand Show data source
Optical Rotation
[α]20/D -21±1°, c = 2% in methanol expand Show data source
[α]21/D -20°, c = 2 in methanol 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
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥99.0% expand Show data source
98% expand Show data source
Salt Data
H2O expand Show data source
Ignition Residue
≤0.1% expand Show data source
Empirical Formula (Hill Notation)
C12H18O7 · H2O expand Show data source
Classification
Derivatives & analogs of Natural Compounds expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 179698 external link
Packaging
100 g in glass bottle
Sigma Aldrich - 31462 external link
Other Notes
Reagent for the resolution of racemic amines1,2

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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