13-hydroxy-10,16-bis[2,4,6-tris(propan-2-yl)phenyl]-12,14-dioxa-13λ5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(23),2,4,6,8,10,15,17,19,21-decaen-13-one

• ChemBase ID: 140813
• Molecular Formular: C50H57O4P
• Molecular Mass: 752.958941
• Monoisotopic Mass: 752.39944693
• SMILES: CC(C)c1cc(c(c(c1)C(C)C)c1cc2ccccc2c2c1OP(=O)(Oc1c2c2ccccc2cc1c1c(cc(cc1C(C)C)C(C)C)C(C)C)O)C(C)C
• Canonical SMILES: CC(c1cc(cc(c1c1cc2ccccc2c2c1OP(=O)(O)Oc1c2c2ccccc2cc1c1c(cc(cc1C(C)C)C(C)C)C(C)C)C(C)C)C(C)C)C
• InChI: InChI=1S/C50H57O4P/c1-27(2)35-23-39(29(5)6)45(40(24-35)30(7)8)43-21-33-17-13-15-19-37(33)47-48-38-20-16-14-18-34(38)22-44(50(48)54-55(51,52)53-49(43)47)46-41(31(9)10)25-36(28(3)4)26-42(46)32(11)12/h13-32H,1-12H3,(H,51,52)
• InChIKey: AGQAQYPGJDBIQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-hydroxy-10,16-bis[2,4,6-tris(propan-2-yl)phenyl]-12,14-dioxa-13λ^5-phosphapentacyclo[13.8.0.0^2,^1^1.0^3,^8.0^1^8,^2^3]tricosa-1(23),2,4,6,8,10,15,17,19,21-decaen-13-one
• IUPAC Traditional name: 13-hydroxy-10,16-bis(2,4,6-triisopropylphenyl)-12,14-dioxa-13λ^5-phosphapentacyclo[13.8.0.0^2,^1^1.0^3,^8.0^1^8,^2^3]tricosa-1(23),2,4,6,8,10,15,17,19,21-decaen-13-one
• Synonyms: (S)-TRIP; (11bS)-4-Hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]dinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide; (S)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol cyclic monophosphate; (S)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate; (R)-TRIP; (11bR)-4-Hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]dinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide; (R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol cyclic monophosphate; (R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate; (11bS)-4-羟基-2,6-双[2,4,6-三(1-甲基乙基)苯基]二萘并[2,1-d:1′,2′-f]-1,3,2-二氧杂膦 4-氧化物; (S)-3,3′-双(2,4,6-三异丙基苯基)-1,1′-二-2-萘酚环一磷酸酯; (S)-3,3′-双(2,4,6-三异丙基苯基)-1,1′-联萘-2,2′-双磷酸氢酯; (11bR)-4-羟基-2,6-双[2,4,6-三(1-甲基乙基)苯基]二萘并[2,1-d:1′,2′-f]-1,3,2-二氧杂膦 4-氧化物; (R)-3,3′-双(2,4,6-三异丙基苯基)-1,1′-二-2-萘酚环一磷酸酯; (R)-3,3′-双(2,4,6-三异丙基苯基)-1,1′-联萘-2,2′-双磷酸氢酯

Database IDs

• CAS Number: 791616-63-2; 874948-63-7
• MDL Number: MFCD10567009
• PubChem SID: 162235053
• PubChem CID: 11498681

CALCULATED PROPERTIES

• Acid pKa: 0.7870616
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 13.094763
• LogD (pH = 7.4): 13.092799
• Log P: 15.469173
• Molar Refractivity: 230.5675 cm^3
• Polarizability: 95.58417 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.5% (HPLC)
• Optical Purity: enantiomeric excess: ≥97.5% (HPLC)
• Empirical Formula (Hill Notation): C50H57O4P

DETAILS

Sigma Aldrich - 689785

Packaging
100, 500 mg in glass bottle
Protocols & Applications
Reductive Amination using BINOL-Derived Chiral Phosphoric Acids

Sigma Aldrich - 689890

Packaging
100, 500 mg in glass bottle
Protocols & Applications
Reductive Amination using BINOL-Derived Chiral Phosphoric Acids