121352-87-2

Upstream product

• 187527-26-0 (E)-5-Benzyloxy-4,4-dimethyl-pent-2-enoic acid methyl ester 
• 100-44-7 benzyl chloride 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 776-88-5 5,5-dimethyl-2-phenyl-[1,3]dioxane 
• 100-39-0 benzyl bromide 
• 38216-93-2 3-benzyloxypivalic aldehyde 
• 66582-32-9 3-(benzyloxy)-2,2-dimethylpropan-1-ol 
• 121352-86-1 ethyl (E)-5-(benzyloxy)-4,4-dimethylpent-2-enoate 
• 100-52-7 benzaldehyde 

Downstream Products

• 130199-57-4 ((2S,3S)-3-(1-(benzyloxy)-2-methylpropan-2-yl)oxiran-2-yl)methanol 
• 121352-88-3 [(2R,3R)-3-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxiranyl]-methanol 
• 152426-81-8 (3S)-1-benzyloxy-2,2-dimethylpentane-3,5-diol 
• 187527-29-3 [(S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-pentyloxymethyl]-benzene 
• 187527-25-9 (-)-(5S)-5,7-bis{[tert-butyl(dimethyl)silyl]oxy}-4,4-dimethylheptan-3-one 
• 187527-27-1 (3S,6R,7S,8S)-9-benzyloxy-1,3,7-trihydroxy-4,4,6,8-tetramethylnonan-5-one 
• 187527-24-8 (2S,3S,4R,7S)-1-benzyloxy-7,9-bis(tert-butyldimethylsilyloxy)-3-hydroxy-2,4,6,6-tetramethylnonan-5-one 
• 215317-64-9 (3R,5R)-5-(1-(tert-butyldiphenylsilyloxy)-2-methylpropan-2-yl)-3-methyldihydrofuran-2(3H)-one 
• 121353-16-0 (S)-7-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-2-{(4S,6R)-6-[(S)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-5-hydroxy-2-methyl-dec-9-en-3-one 
• 121353-16-0 (R)-7-[2-(tert-Butyl-diphenyl-silanyloxy)-eth-(E)-ylidene]-2-{(4S,6R)-6-[(S)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-5-hydroxy-2-methyl-dec-9-en-3-one 
• 121372-79-0 {(S)-4-[(4R,6S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-3-methoxymethoxy-butoxy}-tert-butyl-diphenyl-silane 
• 121353-01-3 (S)-1-[(4R,6S)-6-(2-Benzyloxy-1,1-dimethyl-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-4-(tert-butyl-diphenyl-silanyloxy)-butan-2-ol 
• 111070-65-6 3-{(4S,6R)-6-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-3-methyl-butan-2-one 
• 121353-02-4 2-{(4S,6R)-6-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2-methyl-propionaldehyde 

Relevant academic research and scientific papers

Stereoselective Synthesis of γ-Butyrolactones Subunit of Polycavernoside A

An efficient and versatile linear synthesis of γ-butyrolactone subunit of polycavernolide A has been reported in 14.2% overall yield with 10 linear steps by employing Sharpless asymmetric epoxidation, ring-closing metathesis, and diastereoface selective h

Asymmetric 1,4-dihydroxylation of 1,3-dienes by catalytic enantioselective diboration

(Chemical Equation Presented) Asymmetric 1,4-dihydroxylations of 1,3-dienes, and other transformations, are initiated by the Pt-catalyzed enantioselective addition of bis(pinacolato)diboron (B2(pin) 2) to conjugated dienes. The studies reported in this communication suggest that both cyclic and acyclic substrates will participate in this reaction; however, dienes which are unable to adopt the S-cis conformation are unreactive. For most substrates, 1,4-addition is the predominant pathway. In addition to oxidation to the derived 2-buten-1,4-diol, stereoselective carbonyl allylation with the intermediate bis(boronate) ester is also described.

The formal total synthesis of epothilone A

The formal total synthesis of epothilone A is described. The key steps in the synthesis of the northern hemisphere are a Z-selective ten-membered ring-closing metathesis reaction (RCM) and the diastereoselective alkylation at C8. Aldehyde 3 is formed by introduction of the thiazole moiety by a Wittig reaction and subsequent functional group transformation. An efficient route to keto acid 5 is described.

Synthesis of the C1-C9 segment of epothilons

The C1-C9 segment of epothilons was generated by an aldol reaction between chiral aldehyde 3 and ethyl ketone 4. Removal of the TBS protecting groups and debenzylation generated spiro ketal 13 which was analyzed by X-ray crystallography.

Synthesis of Bryostatins. 1. Construction of the C(1)-C(16) Fragment

The synthesis of fragment AB of bryostatin 1 is described.Two aldol coupling reactions involving (i) chiral fragment A with achiral B and (ii) chiral fragment A1 with achiral A2 constitute crucial steps in which an external chiral boron reagent is used to control stereoselectivity in the creation of a new stereogenic center.This type of double asymmetric synthesis, although rarely precedented, provides a powerful means of stereocontrol over the fragment assembly.