(R)-SITCP

Catalog Number

ACM856407379

Product Name

(R)-SITCP

Structure

CAS

856407-37-9

Category

Heterocyclic Organic Compound

Synonyms

(R)-SITCP; CS-212; (S)-(-)-SITCP; 5-Phenyl-5,6,10,11,12,13-hexahydro-4H-diindeno[7,1-cd:1\',7\'-ef]ph osphocine; AB1005819; (11aR)-(+)-5,6,10,11,12,13-Hexahydro-5-phenyl-4H-diindeno[7,1-cd; CS-0037626; CS-0037625; (S)-dimethylene-[7,7 inverted exclamation marka-(1,1 inverted exclamation marka-spiroindan)]-phenylphospholane; 7,7'-(Phenylphosphinediylbismethylene)-1,1'-spirobiindan;

IUPAC Name

10-phenyl-10-phosphapentacyclo[10.6.1.11,4.016,19.08,20]icosa-4(20),5,7,12,14,16(19)-hexaene;

Molecular Weight

354.433g/mol

Molecular Formula

C25H23P;

Canonical SMILES

C1CC23CCC4=C2C(=CC=C4)CP(CC5=CC=CC1=C35)C6=CC=CC=C6;

InChI

InChI=1S/C25H23P/c1-2-10-22(11-3-1)26-16-20-8-4-6-18-12-14-25(23(18)20)15-13-19-7-5-9-21(17-26)24(19)25/h1-11H,12-17H2;

InChI Key

VAPJMVSYFGSRTG-UHFFFAOYSA-N;

Application

Phosphine-catalyzed intra-and intermolecular gamma-addition of nitrogen nucleophiles to allenoates and alkynoates.

Catalytic asymmetric construction of the tryptanthrin skeleton via enantioselective decarboxylative [4+2] cyclization.

Catalytic, enantioselective carbon-oxygen bond formation - phosphine-catalyzed synthesis of benzylic esters via oxidation of benzylic C-H bonds.

Use of a new spirophosphine to achieve catalytic, enantioselective [4+1] annulations of amines with allenes to generate dihydropyrroles.

Complexity

482

Covalently-Bonded Unit Count

1

Exact Mass

354.154g/mol

Heavy Atom Count

26

Monoisotopic Mass

354.154g/mol

Rotatable Bond Count

1

Topological Polar Surface Area

0A^2

MSDS

COA

Spec Sheet