186417-28-7

Basic information

• Product Name: C₆₆H₁₁₃NO₁₃Si₂
• Synonyms: C₆₆H₁₁₃NO₁₃Si₂
• CAS NO: 186417-28-7
• Molecular Weight: 1184.79
• Mol File: 186417-28-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₆₆H₁₁₃NO₁₃Si₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₆₆H₁₁₃NO₁₃Si₂(186417-28-7)
• EPA Substance Registry System: C₆₆H₁₁₃NO₁₃Si₂(186417-28-7)

Safety Data

• Hazardous Substances Data: 186417-28-7(Hazardous Substances Data)

Upstream product

• 69739-34-0 t-butyldimethylsiyl triflate 
• 151122-98-4 C₆₀H₉₉NO₁₃Si 
• 164592-72-7 (S)-1-[(E)-(4R,7S,9S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-4,10-dimethyl-2,3-dioxo-13-trimethylsilanyl-tridec-10-en-12-ynoyl]-piperidine-2-carboxylic acid methyl ester 
• 186417-44-7 (S)-1-[(Z)-(4R,7S,9S)-7-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-4,10-dimethyl-2,3-dioxo-13-trimethylsilanyl-tridec-10-en-12-ynoyl]-piperidine-2-carboxylic acid methyl ester 
• 186417-37-8 (S)-1-[(E)-(4R,7S,9S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-9-methoxy-4,10-dimethyl-13-trimethylsilanyl-tridec-10-en-12-ynoyl]-piperidine-2-carboxylic acid methyl ester 
• 186417-43-6 (S)-1-[(Z)-(4R,7S,9S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-9-methoxy-4,10-dimethyl-13-trimethylsilanyl-tridec-10-en-12-ynoyl]-piperidine-2-carboxylic acid methyl ester 
• 186417-42-5 (S)-1-[(Z)-(4R,7S,9S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-9-methoxy-4,10-dimethyl-13-trimethylsilanyl-tridec-10-en-12-ynoyl]-piperidine-2-carboxylic acid 
• 186417-46-9 (S)-1-{2-[(2S,3R,6S)-6-((Z)-(S)-2-Methoxy-3-methyl-hex-3-en-5-ynyl)-3-methyl-2-triethylsilanyloxy-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid methyl ester 
• 186417-35-6 (E)-(2R,5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-2,8-dimethyl-11-trimethylsilanyl-undec-8-en-10-ynoic acid (1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl ester 
• 186417-39-0 (Z)-(2R,5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-2,8-dimethyl-11-trimethylsilanyl-undec-8-en-10-ynoic acid (1R,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-propyl ester 
• 186417-45-8 (S)-1-{2-[(2R,3R,6S)-2-Hydroxy-6-((Z)-(S)-2-methoxy-3-methyl-hex-3-en-5-ynyl)-3-methyl-tetrahydro-pyran-2-yl]-2-oxo-acetyl}-piperidine-2-carboxylic acid methyl ester 
• 186417-33-4 [(Z)-(S)-5-Methoxy-4-methyl-6-((2R,3R,7S,10R)-2,3,10-trimethyl-1,4,6-trioxa-spiro[4.5]dec-7-yl)-hex-3-en-1-ynyl]-trimethyl-silane 
• 186417-41-4 (Z)-(2R,5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-methoxy-2,8-dimethyl-11-trimethylsilanyl-undec-8-en-10-ynal 
• 186417-34-5 (E)-(2R,5S,7S)-5-Hydroxy-7-methoxy-2,8-dimethyl-11-trimethylsilanyl-undec-8-en-10-ynoic acid (1R,2R)-2-hydroxy-1-methyl-propyl ester 

Downstream Products

• 186417-29-8 C₇₂H₁₂₇NO₁₃Si₃ 
• 53123-88-9 sirolimus 
• 164592-91-0 C₇₂H₁₂₇NO₁₃Si₃ 
• 186417-32-3 C₆₉H₁₂₁NO₁₃Si₃ 

Relevant articles and documents

A unified total synthesis of the immunomodulators (-)-rapamycin and (-)-27-demethoxyrapamycin: Assembly of the common C(1-20) perimeter and final elaboration

The potent, naturally occurring immunomodulators (-)-rapamycin (1) and (-)-27-demethoxyrapamycin (2) have been synthesized via a unified and highly convergent strategy. In the preceding paper we discussed the construction of common building blocks A-C and their linkage to provide the C(21-42) segments of 1 and 2. Herein we describe model studies of triene generation and hydroxyl deprotection, the preparation and coupling of building blocks D and E, a two-step protocol for macrocycle formation via union of the ABC and DE subtargets, and completion of the total syntheses. The synthesis of 27-demethoxyrapamycin (2) confirmed the assigned structure.