Home > Compound List > Compound details
566940-03-2 molecular structure
click picture or here to close

(4-{5-[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphanyl]-2H-1,3-benzodioxol-4-yl}-2H-1,3-benzodioxol-5-yl)bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphane

ChemBase ID: 140818
Molecular Formular: C74H100O8P2
Molecular Mass: 1179.528522
Monoisotopic Mass: 1178.68934342
SMILES and InChIs

SMILES:
CC(C)(C)c1cc(cc(c1OC)C(C)(C)C)P(c1ccc2c(c1c1c(ccc3c1OCO3)P(c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C)c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C)OCO2)c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C
Canonical SMILES:
COc1c(cc(cc1C(C)(C)C)P(c1ccc2c(c1c1c3OCOc3ccc1P(c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C)c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C)OCO2)c1cc(c(c(c1)C(C)(C)C)OC)C(C)(C)C)C(C)(C)C
InChI:
InChI=1S/C74H100O8P2/c1-67(2,3)47-33-43(34-48(61(47)75-25)68(4,5)6)83(44-35-49(69(7,8)9)62(76-26)50(36-44)70(10,11)12)57-31-29-55-65(81-41-79-55)59(57)60-58(32-30-56-66(60)82-42-80-56)84(45-37-51(71(13,14)15)63(77-27)52(38-45)72(16,17)18)46-39-53(73(19,20)21)64(78-28)54(40-46)74(22,23)24/h29-40H,41-42H2,1-28H3
InChIKey:
ZNORAFJUESSLTM-UHFFFAOYSA-N

Cite this record

CBID:140818 http://www.chembase.cn/molecule-140818.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(4-{5-[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphanyl]-2H-1,3-benzodioxol-4-yl}-2H-1,3-benzodioxol-5-yl)bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphane
IUPAC Traditional name
(4-{5-[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphanyl]-2H-1,3-benzodioxol-4-yl}-2H-1,3-benzodioxol-5-yl)bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphane
Synonyms
(S)-(+)-5,5′-Bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4′-bi-1,3-benzodioxole
(S)-DTBM-SEGPHOS®
(R)-(-)-5,5′-Bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4′-bi-1,3-benzodioxole
[(4R)-(4,4′-bi-1,3-benzodioxole)-5,5′-diyl]bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphine]
(R)-DTBM-SEGPHOS®
(S)-(+)-5,5′-双[二(3,5-二叔丁基-4-甲氧基苯基)膦]-4,4′-二-1,3-苯并二噁茂
(R)-(-)-5,5′-双[二(3,5-二叔丁基-4-甲氧基苯基)膦]-4,4′-二-1,3-苯并二噁茂
[(4R)-(4,4′-二-1,3-苯并二噁茂)-5,5′-二基]二[双(3,5--二叔丁基-4-甲氧基苯基)膦]
CAS Number
566940-03-2
210169-40-7
MDL Number
MFCD09753003
PubChem SID
162235058
PubChem CID
11194192

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 11194192 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 21.2264  LogD (pH = 7.4) 21.2264 
Log P 21.2264  Molar Refractivity 349.0378 cm3
Polarizability 138.4536 Å3 Polar Surface Area 73.84 Å2
Rotatable Bonds 18  Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Safety Information Product Information Bioassay(PubChem)
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Purity
≥94% expand Show data source
Empirical Formula (Hill Notation)
C74H100O8P2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 692484 external link
Packaging
50, 100 mg in glass bottle
Legal Information
Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.
Application
Takasago Ligands and Complexes for Asymmetric Reactions
Catalyst involved in:
• [3,3]-Sigmatropic rearrangements using cyclopropane probes
• Asymmetric intramolecular hydroacylation of ketoaldehydesReactant involved in:
• The synthesis of gold-diphosphine complexes for use as catalysts
• Cycloaddition of allenenes to yield alkylidenecyclobutanes
Sigma Aldrich - 692980 external link
Packaging
1 g in glass bottle
50, 100 mg in glass bottle
Legal Information
Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.
Application
Takasago Ligands and Complexes for Asymmetric Reactions
Catalytic ligand for:
• Enantioselective synthesis of secondary allylic alcohols via enantioselective reductions of α,β-unsaturated ketones
• Stereoselective preparation of cyclohexanone derivatives via rhodium-catalyzed rearrangement of allyl or allenic cyclobutanols
• Cu-catalyzed asymmetric conjugate reduction of beta-substituted unsaturated phosphonates to give optically active beta-stereogenic alkylphosphonates
• Asymmetric synthesis of cyclohexenones via Rh-catalyzed desymmetrization through enantioselective C-C bond activation and ring expansion of allenyl cyclobutanols
• Enantioselective synthesis and crystal structure of P-stereogenic alkynylphosphine oxides by Rh-catalyzed [2+2+2] cycloaddition

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
    No data available
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle