144668-33-7

Upstream product

• 139609-28-2 (3aS,4R)-3,3a,4,5,6,7-hexahydro-4-<(2-methoxyethoxy)methoxy>spiro<2,1-benzisoxazole-7,2'-<1,3>dioxolan>-5-one 
• 139609-27-1 (3aS,4R,5R)-5-hydroxy-3,3a,4,5,6,7-hexahydro-4-<(2-methoxyethoxy)methoxy>spiro<2,1-benzisoxazole-7,2'-<1,3>dioxolane> 
• 139609-26-0 (3aS,4R,5R)-5-(benzoyloxy)-3,3a,4,5,6,7-hexahydro-4-<(2-methoxyethoxy)methoxy>spiro<2,1-benzisoxazole-7,2'-<1,3>dioxolane> 
• 139630-87-8 C₂₅H₂₉NO₇Si 
• 139609-42-0 free amine 
• 139609-41-9 2-{(1'S,5'R,11'Z)-3'-oxo-5'-[(triethylsilyl)oxy]-5',6'-dihydro-1'H,3'H-spiro[1,3-dioxolane-2,7'-[1,5]hex[3]ene[1,5]diynoisochromen]-8'-yl}-1H-isoindole-1,3(2H)-dione 
• 139609-35-1 (E)-2-<(5R)-4,5,6,7-tetrahydro-5-<(triethylsilyl)oxy>-5-<(3Z)-6-(trimethylsilyl)-3-hexene-1,5-diynyl>spiro<2,1-benzisoxazole-7,2'-<1,3>dioxolan>-4-ylidene>acetic acid, methyl ester 
• 139609-39-5 (E)-2-<(9R)-7-formyl-9-<(3Z)-3-hexene-1,5-diynyl>-6-phthalimido-9-<(triethylsilyl)oxy>-1,4-dioxaspiro<4,5>dec-6-en-8-ylidene>acetic acid, methyl ester 
• 139609-36-2 (E)-2-<(9R)-6-amino-7-formyl-9-<(triethylsilyl)oxy>-9-<(3Z)-6-(trimethylsilyl)-3-hexene-1,5-diynyl>-1,4-dioxaspiro<4,5>dec-6-en-8-ylidene>acetic acid, methyl ester 
• 139609-37-3 (E)-2-<(9R)-6-amino-7-formyl-9-<(3Z)-3-hexene-1,5-diynyl>-9-<(triethylsilyl)oxy>-1,4-dioxaspiro<4,5>dec-6-en-8-ylidene>acetic acid, methyl ester 
• 98-88-4 benzoyl chloride 
• 139609-43-1 methyl {(1R,4Z,8S,13E)-8-hydroxy-13-(2-hydroxyethylidene)-1-[(triethylsilyl)oxy]spiro[bicyclo[7.3.1]trideca-4,9-diene-2,6-diyne-11,2'-[1,3]dioxolan]-10-yl}carbamate 

Downstream Products

• 144668-34-8 C₁₀₈H₁₅₈IN₃O₂₆SSi₅ 

Relevant academic research and scientific papers

Streamlined Total Synthesis of Shishijimicin A and Its Application to the Design, Synthesis, and Biological Evaluation of Analogues thereof and Practical Syntheses of PhthNSSMe and Related Sulfenylating Reagents

Shishijimicin A is a scarce marine natural product with highly potent cytotoxicities, making it a potential payload or a lead compound for designed antibody-drug conjugates. Herein, we describe an improved total synthesis of shishijimicin A and the design, synthesis, and biological evaluation of a series of analogues. Equipped with appropriate functionalities for linker attachment, a number of these analogues exhibited extremely potent cytotoxicities for the intended purposes. The synthetic strategies and tactics developed and employed in these studies included improved preparation of previously known and new sulfenylating reagents such as PhthNSSMe and related compounds.