123595-52-8

Upstream product

• 1427329-98-3 C₃₂H₄₃NO₃Si 
• 114671-83-9 1-(t-butyldiphenylsilyloxy)-3-iodopropane 
• 165961-48-8 (4R)-<<5-(Tetrahydropyran-2-yloxy)-4-methyl-1-pentyl>oxy>(1,1-dimethylethyl)diphenylsilane 
• 165961-47-7 Ethyl (4R)-5-(Tetrahydropyran-2-yloxy)-4-methylpentanoate 
• 152033-12-0 (4R)-5-(Tetrahydropyran-2-yloxy)-4-methyl-1-pentanol 

Downstream Products

• 166239-59-4 (2R)-2-Methyl-5-<<(1,1-dimethylethyl)diphenylsilyl>oxy>pentanal 
• 1427329-99-4 (R)-tert-butyl((4-methylhex-5-yn-1-yl)oxy)diphenylsilane 
• 1427329-81-4 C₁₇H₂₁NO₂S 
• 1427330-02-6 (R)-1,4-dimethyl-2-(p-tosyl)-4,5,6,7-tetrahydro-2H-isoindole 
• 166239-60-7 (3R,4R,5R)-3,5-Dimethyl-8-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-1-octen-4-ol 
• 152033-13-1 (3S,4S,5R)-3,5-Dimethyl-8-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-1-octen-4-ol 
• 1026069-26-0 4-Nitro-benzoic acid (1S,2R,8S,9S,10R)-6-benzenesulfonyl-13-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-9-methoxymethoxy-2,8,10-trimethyl-1-((S)-3-methyl-pent-4-enyl)-tridecyl ester 
• 152033-14-2 (4R,5S,6S)-<<5-(Methoxymethoxy)-4,6-dimethyl-8-(phenylsulfonyl)-1-octyl>oxy>(1,1-dimethylethyl)diphenylsilane 
• 152033-16-4 <2S,2(1R),3S,6R,8S,8(3S),9R>-3,9-Dimethyl-2-<1-methyl-4-<<(1,1-dimethylethyl)diphenylsilyl>oxy>butyl>-8-(3-methyl-4-pentenyl)-1,7-dioxaspiro<5.5>undecane 
• 165961-51-3 (4R,5S,6S)-<<5-(Methoxymethoxy)-4,6-dimethyl-8-(phenylthio)-1-octyl>oxy>(1,1-dimethylethyl)diphenylsilane 
• 165961-50-2 (3S,4S,5R)-4-(Methoxymethoxy)-3,5-dimethyl-8-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-1-octanol 
• 165961-49-9 (4R,5S,6S)-<<5-(Methoxymethoxy)-4,6-dimethyl-7-octen-1-yl>oxy>(1,1-dimethylethyl)diphenylsilane 
• 109946-35-2 tautomycin 

Relevant academic research and scientific papers

Application of in situ-generated Rh-bound trimethylenemethane variants to the synthesis of 3,4-fused pyrroles

Rh-bound trimethylenemethane variants generated from the interaction of a Rh-carbenoid with an allene have been applied to the synthesis of substituted 3,4-fused pyrroles. The pyrrole products are useful starting points for the syntheses of various dipyrromethene ligands. Furthermore, the methodology has been applied to a synthesis of the natural product cycloprodigiosin, which demonstrates antitumor and immunosuppressor activity.

Total Synthesis of Tautomycin

A convergent stereocontrolled synthesis of the antifungal antibiotic tautomycin, a potent protein phosphatases inhibitor, has been achieved first via key aldol coupling of two large subunits, a right-hand C1-C21 ketone and a left-hand aldehyde (left from C22).The C1-C10 segment was synthesized through a remote stereochemical control process using a spiroketal template.After joining with the C11-C18 segment, the spiroketal moiety was selectively constructed.Then the right-hand C1-C21 ketone was synthesized via Roush asymmetric crotylboration.The left-hand aldehyde was prepared from a C21-C26 segment and a dialkylmaleic anhydride segment.Completely stereoselective assemblage of the two subunits, the right-hand and the left-hand, was achieved by employing the Mukaiyama aldol reaction.Further functional group manipulation including desilylation, oxidation at C2, and deprotection of tert-butyl ester with concomitant anhydride formation provided tautomycin which was identical with the natural product.As a preliminary study, derivatizations and degradation of the natural product were also examined to support the total synthesis.

Synthetic study on tautomycin. Stereocontrolled synthesis of C(1)-C(18) fragment using a strategy of selective reduction of spiroketal

A stereocontrolled synthesis of C(1)-C(18) fragment of tautomycin is accomplished employing asymmetric crotylboration, selective reduction of spiroketal, and addition of crotylstannane as the key steps.