3-O-TBS Delta5-Avenasterol (E/Z mixture)

CAS: 18472-36-1

Ref. TR-A795820

Product Information

• Name: 3-O-TBS Delta5-Avenasterol (E/Z mixture)
• Synonyms: tert-Butyl(((3S,8S,9S,10R,13R,14S,17R)-17-((R,Z)-5-isopropylhept-5-en-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl)oxy)dimethylsilane
• Brand: TRC

Description

Applications 3-O-TBS Δ5-Avenasterol is an intermediate in the synthesis of Δ5-Avenasterol (A794820), which is an analog of Stigmasterol (S686750); a plant sterol that is used as a precursor in the synthesis of progesterone.
References Han, P., et al.: Biotechnol. App. Biochem., 54, 105 (2009); Matsunaga, I., et al.: Anal. Biochem., 393, 222 (2009); Huang, C., et al.: Plant Physiol., 150, 1192 (2009)

Chemical properties

• Molecular weight: 526.95
• Formula: C₃₅H₆₂OSi
• Color/Form: Neat
• InChI: InChI=1S/C35H62OSi/c1-12-26(24(2)3)14-13-25(4)30-17-18-31-29-16-15-27-23-28(36-37(10,11)33(5,6)7)19-21-34(27,8)32(29)20-22-35(30,31)9/h12,15,24-25,28-32H,13-14,16-23H2,1-11H3/b26-12-/t25-,28+,29+,30-,31+,32+,34+,35-/m1/s1
• InChI key: InChIKey=IULGIUJMIIQLJO-TYDCERMNSA-N
• SMILES: C/C=C(/CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3CC[C@@]21C)C(C)C