42-O-tert-Butyldimethylsilyloxyethyl Rapamycin

CAS: 159351-68-5

Ref. TR-B691475

Product Information

• Name: 42-O-tert-Butyldimethylsilyloxyethyl Rapamycin
• Synonyms: 42-O-[2-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]rapamycin, 23,27-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclohentriacontine Rapamycin Deriv., Everolimus tert-Butyldimethylsilyl Ether

Description

Stability Hygroscopic
Applications 42-O-tert-Butyldimethylsilyloxyethyl Rapamycin is a useful synthetic intermediate in the synthesis of Everolimus (E945400); an immunosuppressant macrolide and analog of the parent drug Rapamycin (R124000). Everolimus inhibits cytokine-mediated lymphocyte proliferation.
References Dumont, F.J., et al.: Curr. Opin. Invest. Drugs, 2, 1220 (2001); Kovarik, J. M., et al.: Clin. Pharmacol. Ther., 69, 48 (2001); Nashan, B., et al.: Ther. Drug Monit., 24, 53 (2002); Venkata, S.P., et al.: PCT Int. Appl. WO 2012066502 A1 20120524. May 24, 2012

• Brand: TRC

Chemical properties

• Molecular weight: 1072.48
• Formula: C₅₉H₉₇NO₁₄Si
• Color/Form: Neat
• InChI: InChI=1S/C59H97NO14Si/c1-37-21-17-16-18-22-38(2)49(68-11)35-45-26-24-43(7)59(67,74-45)55(64)56(65)60-28-20-19-23-46(60)57(66)73-50(36-47(61)39(3)32-42(6)53(63)54(70-13)52(62)41(5)31-37)40(4)33-44-25-27-48(51(34-44)69-12)71-29-30-72-75(14,15)58(8,9)10/h16-18,21-22,32,37,39-41,43-46,48-51,53-54,63,67H,19-20,23-31,33-36H2,1-15H3/b18-16+,21-17+,38-22+,42-32+/t37-,39-,40-,41-,43-,44+,45+,46+,48-,49+,50+,51-,53-,54+,59-/m1/s1
• InChI key: InChIKey=OCAIMYVVCQFDKI-LYWNVTLHSA-N
• SMILES: CO[C@H]1C[C@@H]2CC[C@@H](C)[C@@](O)(O2)C(=O)C(=O)N2CCCC[C@H]2C(=O)O[C@H]([C@H](C)C[C@@H]2CC[C@@H](OCCO[Si](C)(C)C(C)(C)C)[C@H](OC)C2)CC(=O)[C@H](C)/C=C(\C)[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)/C=C/C=C/C=C/1C