(S)-(+)-3,4,8,8a-Tetrahydro-8a-methyl-1,6(2H,7H)-naphthalenedione

• Catalog No.: 437026
• CAS Number: 33878-99-8
• M. F.: C11H14O2
• M. W.: 178.22766
• Purity: 98%

SYNONYMS

• Title: (S)-(+)-3,4,8,8a-四氢-8a-甲基-1,6(2H,7H)-萘二酮
• IUPAC name: (8aS)-8a-methyl-1,2,3,4,6,7,8,8a-octahydronaphthalene-1,6-dione
• IUPAC Traditional name: (8aS)-8a-methyl-3,4,7,8-tetrahydro-2H-naphthalene-1,6-dione
• Synonyms: (S)-(+)-9-Methyl-5(10)-octaline-1,6-dione; Wieland-Miescher 酮; (S)-Miescher-Wieland ketone; (S)-Miescher-Wieland 酮; (S)-(+)-8a-Methyl-3,4,8,8a-tetrahydro-1,6(2H,7H)-naphthalenedione; Wieland-Miescher ketone; (S)-(+)-8a-甲基-3,4,8,8a-四氢-1,6(2H,7H)-萘二酮

DATABASE IDS

• MDL Number: MFCD00213797
• PubChem SID: 24867341
• Beilstein Number: 1569979
• CAS Number: 33878-99-8

PROPERTIES

• Empirical Formula (Hill Notation): C11H14O2
• Purity: 98%
• Melting Point: 50-52 °C(lit.)
• Optical Rotation: [α]20/D +98°, c = 1.1 in benzene
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• German water hazard class: 3

DETAILS

Description (English)

Application
Key intermediate in the total synthesis of the macrocyclic diterpene lactone, (+)-cleomeolide.1,2 Chiral building block for enantioselective approaches to the A and C rings of taxol.3,4,5 Used to study selective hydrogenations of the carbon-carbon double bonds in α,β-unsaturated ketones with a new class of palladium complexes as catalysts.6

Description (简体中文)

Application
大环二萜内酯 (+)-cleomeolide 全合成中的关键中间体。1,2手性结构单元，用于对映选择性合成紫杉醇的 A 环和 C 环。3,4,5通过一类新的钯复合物作为催化剂，用于研究 α,β-不饱和酮类化合物中碳碳双键的选择性氢化。6