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138124-32-0 molecular structure
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(4R,9R)-14,16,22,24-tetra-tert-butyl-19-chloro-18,20-dioxa-3,10-diaza-19-manganatetracyclo[19.4.0.04,9.012,17]pentacosa-1(21),2,10,12,14,16,22,24-octaene

ChemBase ID: 147696
Molecular Formular: C36H52ClMnN2O2
Molecular Mass: 635.201329
Monoisotopic Mass: 634.30977669
SMILES and InChIs

SMILES:
CC(c1cc(c2c(c1)/C=N\[C@H]1[C@H](/N=C\c3c(c(cc(c3)C(C)(C)C)C(C)(C)C)O[Mn](O2)Cl)CCCC1)C(C)(C)C)(C)C
Canonical SMILES:
Cl[Mn]1Oc2c(/C=N\[C@H]3[C@H](/N=C\c4c(O1)c(cc(c4)C(C)(C)C)C(C)(C)C)CCCC3)cc(cc2C(C)(C)C)C(C)(C)C
InChI:
InChI=1S/C36H54N2O2.ClH.Mn/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12;;/h17-22,29-30,39-40H,13-16H2,1-12H3;1H;/q;;+3/p-3/t29-,30-;;/m1../s1
InChIKey:
LJVAWOSDJSQANR-SEILFYAJSA-K

Cite this record

CBID:147696 http://www.chembase.cn/molecule-147696.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(4R,9R)-14,16,22,24-tetra-tert-butyl-19-chloro-18,20-dioxa-3,10-diaza-19-manganatetracyclo[19.4.0.04,9.012,17]pentacosa-1(21),2,10,12,14,16,22,24-octaene
IUPAC Traditional name
(4R,9R)-14,16,22,24-tetra-tert-butyl-19-chloro-18,20-dioxa-3,10-diaza-19-manganatetracyclo[19.4.0.04,9.012,17]pentacosa-1(21),2,10,12,14,16,22,24-octaene
Synonyms
(R,R)-Jacobsen’s catalyst
Jacobsen’s catalyst
(R,R)-(-)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride
(R,R)-Jacobsen 催化剂
Jacobsen 催化剂
(R,R)-(-)-N,N′-双(3,5-二-叔丁基亚水杨基)-1,2-环己二胺氯化锰(III)
CAS Number
138124-32-0
MDL Number
MFCD02101664
PubChem SID
24865246

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
Sigma Aldrich 404446 external link Add to cart
Data Source Data ID Price
Sigma Aldrich
404446 external link Add to cart Please log in.
Data Source Data ID

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 10.985141  LogD (pH = 7.4) 11.40012 
Log P 11.4087  Molar Refractivity 175.6389 cm3
Polarizability 70.25387 Å3 Polar Surface Area 43.18 Å2
Rotatable Bonds Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
330-332 °C(lit.) expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Linear Formula
[[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]MnCl expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 404446 external link
Packaging
1, 5, 25 g in glass bottle
Legal Information
Manufactured under license by Shasun Chemicals and Drugs Limited, using Jacobsen HKR technology.
Application
Salen (Mn)-catalyzed asymmetric epoxidation of unfunctionalized olefins.1,2,3,4 High enantioselectivities and yields are obtained for a variety of substrates1, especially cis-alkenes. A few applications include the synthesis of the taxol side chain5 and cis-1-amino-2-indanol.6,7 Jacobsen′s catalyst has also been used in the asymmetric α-hydroxylation of silyl enol ethers.8 Catalyst for the enantioselective epoxidation of a variety of olefins.8,9

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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