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851609-33-1 molecular structure
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2-[(1R,3R)-2-{2-[(3R)-5,8-dioxo-1,3-bis(2-{[(1S)-1-phenylethyl]carbamoyl}phenyl)-hexahydro-1H-[1,2,4]diazaphospholo[1,2-a]pyridazin-2-yl]phenyl}-5,8-dioxo-3-(2-{[(1S)-1-phenylethyl]carbamoyl}phenyl)-hexahydro-1H-[1,2,4]diazaphospholo[1,2-a]pyridazin-1-yl]-N-[(1S)-1-phenylethyl]benzamide

ChemBase ID: 140685
Molecular Formular: C78H72N8O8P2
Molecular Mass: 1311.402602
Monoisotopic Mass: 1310.49483456
SMILES and InChIs

SMILES:
C[C@@H](c1ccccc1)NC(=O)c1ccccc1[C@@H]1N2C(=O)CCC(=O)N2[C@H](P1c1ccccc1P1[C@@H](N2C(=O)CCC(=O)N2C1c1ccccc1C(=O)N[C@@H](C)c1ccccc1)c1ccccc1C(=O)N[C@@H](C)c1ccccc1)c1ccccc1C(=O)N[C@@H](C)c1ccccc1
Canonical SMILES:
O=C1CCC(=O)N2N1C(P([C@@H]2c1ccccc1C(=O)N[C@H](c1ccccc1)C)c1ccccc1P1[C@@H](N2N([C@H]1c1ccccc1C(=O)N[C@H](c1ccccc1)C)C(=O)CCC2=O)c1ccccc1C(=O)N[C@H](c1ccccc1)C)c1ccccc1C(=O)N[C@H](c1ccccc1)C
InChI:
InChI=1S/C78H72N8O8P2/c1-49(53-27-9-5-10-28-53)79-71(91)57-35-17-21-39-61(57)75-83-67(87)45-46-68(88)84(83)76(62-40-22-18-36-58(62)72(92)80-50(2)54-29-11-6-12-30-54)95(75)65-43-25-26-44-66(65)96-77(63-41-23-19-37-59(63)73(93)81-51(3)55-31-13-7-14-32-55)85-69(89)47-48-70(90)86(85)78(96)64-42-24-20-38-60(64)74(94)82-52(4)56-33-15-8-16-34-56/h5-44,49-52,75-78H,45-48H2,1-4H3,(H,79,91)(H,80,92)(H,81,93)(H,82,94)/t49-,50-,51-,52?,75+,76+,77+,78?,96?/m0/s1
InChIKey:
NTWCWWNZWYJTEP-VZMBVJTDSA-N

Cite this record

CBID:140685 http://www.chembase.cn/molecule-140685.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2-[(1R,3R)-2-{2-[(3R)-5,8-dioxo-1,3-bis(2-{[(1S)-1-phenylethyl]carbamoyl}phenyl)-hexahydro-1H-[1,2,4]diazaphospholo[1,2-a]pyridazin-2-yl]phenyl}-5,8-dioxo-3-(2-{[(1S)-1-phenylethyl]carbamoyl}phenyl)-hexahydro-1H-[1,2,4]diazaphospholo[1,2-a]pyridazin-1-yl]-N-[(1S)-1-phenylethyl]benzamide
IUPAC Traditional name
2-[(1R,3R)-2-{2-[(3R)-5,8-dioxo-1,3-bis(2-{[(1S)-1-phenylethyl]carbamoyl}phenyl)-tetrahydro-[1,2,4]diazaphospholo[1,2-a]pyridazin-2-yl]phenyl}-5,8-dioxo-3-(2-{[(1S)-1-phenylethyl]carbamoyl}phenyl)-tetrahydro-[1,2,4]diazaphospholo[1,2-a]pyridazin-1-yl]-N-[(1S)-1-phenylethyl]benzamide
Synonyms
Bis[(R,R,S)-DiazaPhos-SPE]
2,2′,2″,2′′′-(1,2-Phenylenebis[(1R,3R)-tetrahydro-5,8-dioxo-1H-[1,2,4]diazaphospholo[1,2-a]pyridazine-2,1,3(3H)-triyl])tetrakis(N-[(1S)-1-phenylethyl])benzamide
Bis[(R,R,S)-DiazaPhos-SPE]
2,2′,2″,2′′′-(1,2-亚苯基双[(1R,3R)-四氢-5,8-二氧代-1H-[1,2,4]二氮杂磷杂环戊基[1,2-a]哒嗪-2,1,3(3H)-三基])四(N-[(1S)-1-苯乙基])苯甲酰胺
CAS Number
851609-33-1
PubChem SID
162234926
PubChem CID
71310490

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
685232 external link Add to cart Please log in.
Data Source Data ID
PubChem 71310490 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.302624  H Acceptors
H Donor LogD (pH = 5.5) 11.686199 
LogD (pH = 7.4) 11.6862  Log P 11.6862 
Molar Refractivity 370.7514 cm3 Polarizability 142.57104 Å3
Polar Surface Area 197.64 Å2 Rotatable Bonds 18 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
183-195 °C expand Show data source
Optical Rotation
[α]20/D -82.0°, c = 1 in THF expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Empirical Formula (Hill Notation)
C78H72N8O8P2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 685232 external link
Application
Diazaphospholane ligands display excellent levels of conversion and selectivity in Rh-catalyzed asymmetric hydroformylation reactions.5,4
Diazaphospholane Ligands for Catalytic Asymmetric TransformationsCatalyst for:
• Enantioselective synthesis of α,β-unsaturated aldehydes via hydroformylation of dienes1
• Regioselective and enantioselective hydroformylation of dialkyl acrylamides2
• Asymmetric hydroformylation of vinyl acetate3
• Regioselective and stereoselective hydroformylation of alkenes4
Packaging
1 g in glass bottle
500 mg in glass bottle
Legal Information
Product is sold for R&D purpose only and use by end user in the manufacture of products of commerce is not permitted. Product is sold in association with DowpharmaSM a business unit of The Dow Chemical Company. U.S. Pat. 7,071,357B.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

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