129873-35-4

Upstream product

• 158040-49-4 Toluene-4-sulfonic acid (E)-(2S,3R,7S,9S,10R,11S,13R)-3-allyl-2,10-bis-(tert-butyl-dimethyl-silanyloxy)-13-[1,3]dithian-2-yl-9,11-dimethoxy-5,7-dimethyl-tetradec-4-enyl ester 
• 158040-44-9 Toluene-4-sulfonic acid (E)-(2S,6S,8S)-2-((S)-2,2-diisopropyl-[1,3]dioxolan-4-yl)-8-((2R,3S,5R,6S)-3,6-dimethoxy-5-methyl-tetrahydro-pyran-2-yl)-8-methoxy-4,6-dimethyl-oct-3-enyl ester 
• 158040-48-3 Toluene-4-sulfonic acid (E)-(2S,3R,7S,9S,10R,11S,13R)-3-allyl-13-[1,3]dithian-2-yl-2,10-dihydroxy-9,11-dimethoxy-5,7-dimethyl-tetradec-4-enyl ester 
• 158040-50-7 2-{(E)-(1R,3S,4R,5S,7S,11R)-4-(tert-Butyl-dimethyl-silanyloxy)-11-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-ethyl]-3,5-dimethoxy-1,7,9-trimethyl-tetradeca-9,13-dienyl}-[1,3]dithiane 
• 158040-51-8 (E)-(4R,8S,10S,11R,12S,14R)-11-(tert-Butyl-dimethyl-silanyloxy)-4-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-2-iodo-ethyl]-10,12,15,15-tetramethoxy-6,8,14-trimethyl-pentadeca-1,5-diene 
• 158040-52-9 {(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]Dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-triisopropyl-silane 
• 158040-45-0 (2R,3S,5R,6S)-2-[(E)-(1S,3S,7R)-7-((S)-2,2-Diisopropyl-[1,3]dioxolan-4-yl)-1-methoxy-3,5-dimethyl-dec-5-en-9-ynyl]-3,6-dimethoxy-5-methyl-tetrahydro-pyran 
• 158040-46-1 (2R,3S,5R,6S)-2-[(E)-(1S,3S,7R)-7-((S)-2,2-Diisopropyl-[1,3]dioxolan-4-yl)-1-methoxy-3,5-dimethyl-deca-5,9-dienyl]-3,6-dimethoxy-5-methyl-tetrahydro-pyran 
• 158040-43-8 (E)-(2S,6S,8S)-2-((S)-2,2-Diisopropyl-[1,3]dioxolan-4-yl)-8-((2R,3S,5R,6S)-3,6-dimethoxy-5-methyl-tetrahydro-pyran-2-yl)-8-methoxy-4,6-dimethyl-oct-3-en-1-ol 
• 158040-47-2 (E)-(2S,3R,7S,9S,10R,11S,13R)-3-Allyl-13-[1,3]dithian-2-yl-9,11-dimethoxy-5,7-dimethyl-tetradec-4-ene-1,2,10-triol 
• 158040-42-7 (2S,3S)-3-[(E)-(4S,6S)-6-((2R,3S,5R,6S)-3,6-Dimethoxy-5-methyl-tetrahydro-pyran-2-yl)-6-methoxy-2,4-dimethyl-hex-1-enyl]-butane-1,2,4-triol 
• 128716-87-0 Trifluoro-methanesulfonic acid (2S,3S)-1-[1-[(1R,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-cyclohexyl]-meth-(Z)-ylidene]-3-[1,3]dithian-2-yl-2-(4-methoxy-benzyloxy)-butyl ester 
• 128716-86-9 tert-Butyl-{(1R,2R,4R)-4-[(E)-(3S,4S)-4-[1,3]dithian-2-yl-3-(4-methoxy-benzyloxy)-2-methyl-pent-1-enyl]-2-methoxy-cyclohexyloxy}-diphenyl-silane 
• 130612-74-7 C₇₂H₁₄₆O₉Si₅ 

Downstream Products

• 126789-45-5 C₇₉H₁₅₅NO₁₃Si₄ 
• 129873-37-6 C₇₆H₁₅₁NO₁₃Si₄ 
• 129895-70-1 C₇₈H₁₅₃NO₁₃Si₄ 

Relevant academic research and scientific papers

Formal total synthesis of FK506. Concise construction of the C(10)-C(34) segment via an effective coupling tactic

A formal total synthesis of the potent immunosuppressant FK506 (1) has been achieved via a concise construction of the Merck advanced intermediate (-)-2. Key features of the successful strategy include stereocontrolled σ-bond installation of the trisubsti

Efficient Degradation of FK-506 to a Versatile Synthetic Intermediate

An 11-step degradation of natural FK-506 (1) to selectively protected C10-C34 synthetic intermediate 2 has been accomplished in 14percent overall yield.The key steps include; (a) lead tetracetate mediated C9-C10 bond cleavage of 24,32-bis(triisopropylsilyl)-FK-506 (3), (b) simultaneous C10 ester, C22 ketone reduction/C26 oxygen deacylation, and (c) selective bis(triethylsilylation) of the resulting triols 7a,b.The degradate 2 is ready for reacylation at the C26 hydroxyl terminus; hydrolysis of the dimethyl acetal moiety then provides an aldehyde ready for homologation at the C10 terminus.