633293-87-5

Upstream product

• 600737-62-0 (2R,3S,4S)-5-(4-Methoxy-benzyloxy)-3-methoxymethoxy-2,4-dimethyl-pentanoic acid methoxy-methyl-amide 
• 1256166-29-6 (2S,3R,4S)-5-(4-methoxybenzyloxy)-3-(methoxymethoxy)-2,4-dimethylpentan-1-ol 
• 252342-49-7 (2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanoic acid methoxymethylamide 
• 909193-82-4 (E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-en-1-ol 
• 909193-81-3 ((E)-(3S,4R)-4-Methoxymethoxy-3,5-dimethyl-hexa-1,5-dienyl)-cyclohexane 
• 909193-78-8 (3R,4S)(E)-6-cyclohexyl-2,4-dimethylhexa-1,5-dien-3-ol 
• 909193-77-7 (S)(Z)-{1-[(2-methylallyl)oxy]but-2-en-1-yl}cyclohexane 
• 909193-80-2 1-((E)-(2S,3R,4S)-6-Cyclohexyl-3-methoxymethoxy-2,4-dimethyl-hex-5-enyloxymethyl)-4-methoxy-benzene 

Downstream Products

• 633294-02-7 1-(((2S,3R,4S,Z)-6-iodo-3-(methoxymethoxy)-2,4-dimethylhept-5-enyloxy)methyl)-4-methoxybenzene 
• 958736-35-1 1-(((2S,3R,4S)-6,6-dibromo-3-(methoxymethoxy)-2,4-dimethylhex-5-enyloxy)methyl)-4-methoxybenzene 

Relevant academic research and scientific papers

A practical approach to synthesize the C(9)-C(24) fragment of (+)-discodermolide

A practical and stereoselective synthesis of the C(9)-C(24) subunit of (+)-discodermolide has been achieved. The strategy featured the construction of the key intermediate Z-trisubstituted vinyl iodide 12 from the dibromoolefin 6 via an efficient modified

Scalable, catalytic asymmetric synthesis of syn, anti stereotriad building blocks for polypropionate antibiotics

Asymmetric catalysis and chirality transfer by the 2,3-Wittig rearrangement were combined to provide a syn, anti stereotriad-containing olefinic alcohol in five steps from inexpensive starting materials. Development of this compound, a versatile intermedi

SYNTHETIC TECHNIQUES AND INTERMEDIATES FOR POLYHYDROXY DIENYL LACTONES AND MIMICS THEREOF

Synthetic methods and intermediates useful in the preparation of lactone containing compounds such as discodermolide and compounds which mimic the chemical or biological activity of discodermolide are provided.

A Practical Improvement, Enhancing the Large-Scale Synthesis of (+)-Discodermolide: A Third-Generation Approach

(Equation presented) A significant improvement to the Penn one-gram synthesis of (+)-discodermolide (1) has been achieved. Specifically, reduction of the steric bulk of the C(11) hydroxyl protecting group permits formation of the requisite AB Wittig salt at the expense of the undesired intramolecular cyclization upon treatment with PPh3 at ambient pressure.