220554-70-1

Upstream product

• 5927-18-4 trimethyl phosphonoacetate 
• 642087-12-5 (E)-(3S,4R)-3-Hydroxy-4-methyl-6-phenyl-hex-5-enal 
• 219621-70-2 (3S,4R)-4-methylhex-5-ene-1,3-diol 
• 168777-81-9 (3S,4R)-1-[(tert-butyldimethylsilyl)oxy]-4-methylhex-5-en-3-ol 
• 591-50-4 iodobenzene 
• 1378873-12-1 methyl (2E,5S,6R,7E)-5-hydroxy-6-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)octa-2,7-dienoate 
• 100-42-5 styrene 
• 186193-07-7 methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methylnona-2(E),7(E)-dienoate 
• 186193-13-5 methyl (5S,6R)-5-<(tert-butyldiphenylsilyl)oxy>-6-methyl-7-oxohept-2(E)-enoate 
• 186193-05-5 (3R,4R)-3-<(tert-butyldiphenylsilyl)oxy>-4-methylhept-5(E)-enal 
• 186193-03-3 (3R,4R)-3-<(tert-butyldiphenylsilyl)oxy>-4-methylhept-5(E)-en-1-yne 
• 186193-01-1 (3R,4R)-4-methylhept-5(E)-en-1-yn-3-ol 
• 135758-87-1 (1S,2E)-benzoic acid 1-methyl-3-phenylallyl ester 
• 81176-43-4 (S)-trans-4-phenyl-3-buten-2-ol 

Downstream Products

• 162465-28-3 (5S)-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-8-phenyl-(2E,7E)-octadienoic acid methyl ester 
• 869195-52-8 (2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenylocta-2,7-dienoic acid 
• 162465-35-2 (S)-2-((R)-3-tert-Butoxycarbonylamino-2-methyl-propionyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester 
• 162465-32-9 (R)-2-[(2E,7E)-(5S,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-octa-2,7-dienoylamino]-3-(4-methoxy-phenyl)-propionic acid 2,2,2-trichloro-ethyl ester 
• 162465-20-5 (R)-2-((2E,7E)-(5S,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoylamino)-3-(4-methoxy-phenyl)-propionic acid 2,2,2-trichloro-ethyl ester 
• 162465-29-4 (5S)-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-8-phenyl-(2E,7E)-octadienoic acid 
• 155645-51-5 Cryptophycin 4 

Relevant academic research and scientific papers

Efficient, divergent synthesis of cryptophycin unit A analogues

A flexible and divergent synthesis of cryptophycin unit A analogues is described. This method relies on iridium-catalysed stereo- and enantioselective crotylation and chemoselective one-pot oxidative olefination to access common intermediate 8. Heck, cros

The nucleophilic addition of α-metallated 1,3-dioxanes to planar chiral cationic η3-allylmolybdenum complexes. Synthesis of (2E,5S,6R,7E)-6-methyl-8-phenylocta-2,7-dienoic acid methyl ester, a key component of the Cryptophycins

Two adjacent stereogenic centres and a pendant alkene were constructed via nucleophilic addition of a 1,3-dioxan-4-ylcopper(I) reagent to a cationic η3-allylmolybdenum complex as part of a synthesis of (2E,5S,6R,7E)-6-methyl-8-phenylocta-2,7-di

A synthesis of cryptophycin 4 using a planar chiral molybdenum cationic complex

A synthesis of cytotoxic agent Cryptophycin 4 features a new approach to (5S,6R)-5-hydroxy-6-methyl-8-phenyl-(2E,7E)-dienoic acid in which the anti stereochemistry between two stereogenic centres is secured by addition of a 1,3-dioxan-4-ylcopper(I) reagen

Synthesis of unit A of cryptophycin via a [2,3]-Wittig rearrangement

The synthesis of unit A of the cryptophycins from (S)-trans-3-penten-2- ol and from (S)-trans-4-hexen-3-ol has been completed. The key stereodetermining step is a [2,3]-Wittig rearrangement of a propargyl ether. Elaboration of the rearrangement product was accomplished by means of a selective hydroboration-oxidation of a terminal alkyne, Horner-Emmons homologation of the derived aldehyde, followed by selective ozonolytic cleavage and Wittig olefination. This synthesis provides easy access to the series of cryptophycin analogues that incorporate a modified aromatic ring in unit A.