13-hydroxy-10,16-bis(phenanthren-9-yl)-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编号: 141755
• 分子式: C48H29O4P
• 平均质量: 700.715221
• 单一同位素质量: 700.18034604
• SMILES: c1ccc2c(c1)cc(c1c2cccc1)c1cc2ccccc2c2c1OP(=O)(Oc1c2c2ccccc2cc1c1cc2ccccc2c2c1cccc2)O
• Canonical SMILES: OP1(=O)Oc2c(c3c(O1)c(cc1c3cccc1)c1cc3ccccc3c3c1cccc3)c1ccccc1cc2c1cc2ccccc2c2c1cccc2
• InChI: InChI=1S/C48H29O4P/c49-53(50)51-47-43(41-25-29-13-1-5-17-33(29)37-21-9-11-23-39(37)41)27-31-15-3-7-19-35(31)45(47)46-36-20-8-4-16-32(36)28-44(48(46)52-53)42-26-30-14-2-6-18-34(30)38-22-10-12-24-40(38)42/h1-28H,(H,49,50)
• InChIKey: BVICVEIKBNVROI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 13-hydroxy-10,16-bis(phenanthren-9-yl)-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传统名: 13-hydroxy-10,16-bis(phenanthren-9-yl)-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
• 别名: (11bR)-2,6-二-9-菲基-4-羟基-二萘并[2,1-d:1′,2′-f][1,3,2]二噁磷杂庚英-4-氧化物; (R)-3,3′-Bis(9-phenanthryl)-1,1′-binaphthalene-2,2′-diyl hydrogen phosphate; (11bR)-2,6-Di-9-phenanthrenyl-4-hydroxy-dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-oxide

登记号

• CAS号: 864943-22-6
• MDL号: MFCD12546016
• PubChem SID: 162235989
• PubChem CID: 11693293

理论计算性质

• Acid pKa: 0.7864347
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 9.582612
• LogD (pH = 7.4): 9.580651
• Log P: 11.957026
• 摩尔折射率: 211.2235 cm^3
• 极化性: 93.50722 Å^3
• 极化表面积: 55.76 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 390-400 °C
• 比旋光度: [α]22/D -44.0°, c = 1 in DMSO

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• Empirical Formula (Hill Notation): C48H29O4P

详细说明

Sigma Aldrich - 700665

包装
100 mg in glass bottle
Application
Catalyst for:
• Asymmetric hydrogenation cascade1
• Enantioselective Friedel-Crafts reaction2
• Asymmetric hydrogenation of 2-substituted quinolines3
• Chiral Broensted acid catalyzed enantioselective a-aminoxylation of ene carbamates4
• Preparation of β-carbolines via diastereo- and enantioselective N-acyliminium cyclization cascades of tryptamines and keto acids/esters5
• Asymmetric transfer hydrogenation of substituted quinoxalines6