164592-92-1

Basic information

• Product Name: C₇₁H₁₂₅NO₁₂Si₃
• Synonyms: C₇₁H₁₂₅NO₁₂Si₃
• CAS NO: 164592-92-1
• Molecular Weight: 1269.03
• Mol File: 164592-92-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: C₇₁H₁₂₅NO₁₂Si₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₇₁H₁₂₅NO₁₂Si₃(164592-92-1)
• EPA Substance Registry System: C₇₁H₁₂₅NO₁₂Si₃(164592-92-1)

Safety Data

• Hazardous Substances Data: 164592-92-1(Hazardous Substances Data)

Upstream product

• 164592-60-3 C₅₈H₁₀₆O₇S₄Si₂ 
• 164592-80-7 C₅₆H₁₀₀O₆S₄Si₂ 
• 164592-82-9 C₅₇H₁₀₀O₅S₄Si₂ 
• 164592-59-0 (E)-(2S,5R)-1-[2-((1R,3S)-4,4-Dimethoxy-1,3-dimethyl-butyl)-[1,3]dithian-2-yl]-5-{2-[(2S,3R)-2-(4-methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-en-2-ol 
• 164592-84-1 (2S,3R)-1-(2-{(E)-(1R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-[2-((1R,3S)-1,3-dimethyl-pent-4-ynyl)-[1,3]dithian-2-yl]-1,3-dimethyl-pent-2-enyl}-[1,3]dithian-2-yl)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butan-2-ol 
• 164714-14-1 {(1R,2R,4S)-4-[(2R,3S)-4-{2-[(E)-(R)-3-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-methyl-but-2-enyl]-[1,3]dithian-2-yl}-3-(4-methoxy-benzyloxy)-2-methyl-butyl]-2-methoxy-cyclohexyloxy}-triisopropyl-silane 
• 186448-80-6 (E)-(2R,5R)-5-{2-[(2S,3R)-2-(4-Methoxy-benzyloxy)-4-((1S,3R,4R)-3-methoxy-4-triisopropylsilanyloxy-cyclohexyl)-3-methyl-butyl]-[1,3]dithian-2-yl}-3-methyl-hex-3-ene-1,2-diol 
• 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 

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.