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93379-48-7 molecular structure
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[(4R,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]diphenylmethanol

ChemBase ID: 92241
Molecular Formular: C31H30O4
Molecular Mass: 466.5675
Monoisotopic Mass: 466.21440944
SMILES and InChIs

SMILES:
O1[C@@H](C(c2ccccc2)(c2ccccc2)O)[C@@H](OC1(C)C)C(c1ccccc1)(c1ccccc1)O
Canonical SMILES:
OC(c1ccccc1)(c1ccccc1)[C@@H]1OC(O[C@H]1C(c1ccccc1)(c1ccccc1)O)(C)C
InChI:
InChI=1S/C31H30O4/c1-29(2)34-27(30(32,23-15-7-3-8-16-23)24-17-9-4-10-18-24)28(35-29)31(33,25-19-11-5-12-20-25)26-21-13-6-14-22-26/h3-22,27-28,32-33H,1-2H3/t27-,28-/m1/s1
InChIKey:
OWVIRVJQDVCGQX-VSGBNLITSA-N

Cite this record

CBID:92241 http://www.chembase.cn/molecule-92241.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
[(4R,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]diphenylmethanol
IUPAC Traditional name
[(4R,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]diphenylmethanol
Synonyms
(4R,5R)-2,2-Dimethyl-α,α,α′,α′-tetraphenyldioxolane-4,5-dimethanol
(-)-2,3-O-Isopropylidene-1,1,4,4-tetraphenyl-L-threitol
(-)-trans-α,α′-(2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)
(4R,5R)-4,5-Bis(diphenylhydroxymethyl)-2,2-dimethyldioxolane
1,1,4,4-Tetraphenyl-2,3-O-isopropylidene-L-threitol
(-)-2,3-O-Isopropylidene-1,1,4,4-tetrphenyl-L-threitol
TADDOL
(4R,5R)-2,2-Dimethyl-alpha,alpha,alpha',alpha'-tetraphenyldioxolane-4,5-dimethanol
(-)-2,3-O-异亚丙基-1,1,4,4-四苯基-L-苏糖醇
(4R,5R)-4,5-双(二苯基羟甲基)-2,2-二甲基二氧戊环
1,1,4,4-四苯基-2,3-O-异亚丙基-L-苏糖醇
(4R,5R)-2,2-二甲基-α,α,α′,α′-四苯基-1,3-二氧戊环-4,5-二甲醇
(-)-反式-α,α′-(2,2-二甲基-1,3-二氧戊环-4,5-二基)双(二苯基甲醇)
CAS Number
93379-48-7
MDL Number
MFCD00064467
Beilstein Number
3657855
PubChem SID
24856048
162078939
24881569
24893437
PubChem CID
2725026

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 2725026 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.106078  H Acceptors
H Donor LogD (pH = 5.5) 5.8206005 
LogD (pH = 7.4) 5.820592  Log P 5.8206005 
Molar Refractivity 136.6576 cm3 Polarizability 53.904915 Å3
Polar Surface Area 58.92 Å2 Rotatable Bonds
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
192-195 °C expand Show data source
193-195 °C(lit.) expand Show data source
Optical Rotation
[α]19/D -62.6°, c = 1 in chloroform expand Show data source
[α]20/D -67±2°, c = 1% in chloroform expand Show data source
Storage Warning
Irritant 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
Purity
≥97.0% (sum of enantiomers, HPLC) expand Show data source
97% expand Show data source
Grade
purum expand Show data source
Empirical Formula (Hill Notation)
C31H30O4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - D1431 external link
Application
用作不对称催化剂、1光学拆分试剂2以及核磁共振波谱法中的手性位移试剂。3
Sigma Aldrich - 265004 external link
Packaging
1 g in glass bottle
Application
Hydrogen-bonding organocatalyst examined in terms of acidity, deprotonation enthalpies and hydrogen bonding1Catalyst involved in synthesis of cyclopropylamines via addition reactions of Grignard reagents to amides2Reactant or reagent involved in:
• Enantioswitching of catalytic asymmetric hydroboration3
• Synthesis of derivative ligands for asymmetric hydroformylation of alkenes4
• Amide-directed catalytic asymmetric hydroboration of trisubstituted alkenes5
• Addition of deactivated alkyl Grignard reagents to aldehydes6

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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