51916-36-0

Upstream product

• 147159-26-0 2,2-Dimethyl-3-phenylsulfanyl-propionic acid methyl ester 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 882-33-7 diphenyldisulfane 
• 7205-91-6 phenylthiomethyl chloride 
• 21651-04-7 3-hydroxy-2,2-dimethylpropyl 4-methylbenzenesulfonate 
• 108-98-5 thiophenol 

Downstream Products

• 20967-51-5 3-(phenylthio)-2,2-dimethylpropanal 
• 247146-53-8 3-benzenesulfonyl-2,2-dimethyl-propan-1-ol 
• 1083348-74-6 1-phenylsulfonyl-3-(4-methoxybenzyloxy)-2,2-dimethylpropane 
• 215876-23-6 C₇₇H₁₂₉NO₁₂Si₄ 
• 215876-22-5 C₇₁H₁₁₅NO₁₂Si₃ 
• 247146-64-1 C₅₄H₉₂O₁₁SSi₃ 
• 215876-21-4 trifluoro-methanesulfonic acid 4-(tert-butyl-dimethyl-silanyloxy)-6-(3-{6-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-3-methyl-but-1-enyl)-tetrahydro-pyran-2-ylmethyl ester 
• 215876-20-3 6-{3-[4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-1,1-dimethyl-allyl}-2-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyl]-3,4-dihydro-2H-pyran 
• 247146-85-6 [(2S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((E)-3-{(S)-6-[(2R,3R)-2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyl]-5,6-dihydro-4H-pyran-2-yl}-3-methyl-but-1-enyl)-tetrahydro-pyran-2-yl]-methanol 
• 247146-57-2 4-Nitro-benzoic acid (S)-7-benzenesulfonyl-1-[(2R,3R)-2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyl]-6,6-dimethyl-5-oxo-heptyl ester 
• 215876-17-8 4-Nitro-benzoic acid (S)-7-benzenesulfonyl-1-[(2R,3R)-2-hydroxy-3-(4-methoxy-benzyloxy)-butyl]-6,6-dimethyl-5-oxo-heptyl ester 
• 215876-18-9 (7S,9R,10R)-1-Benzenesulfonyl-9-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-10-(4-methoxy-benzyloxy)-2,2-dimethyl-undecan-3-one 
• 215876-19-0 [1-[6-(2-benzenesulfonyl-1,1-dimethyl-ethyl)-3,4-dihydro-2H-pyran-2-ylmethyl]-2-(4-methoxy-benzyloxy)-propoxy]-tert-butyl-dimethyl-silane 
• 247146-56-1 1-benzenesulfonyl-7,8-dihydroxy-2,2-dimethyl-octan-3-one 

Relevant academic research and scientific papers

The first example of magnesium carbenoid 1,3-CH insertion reaction: A novel method for synthesis of cyclopropanes from 1-chloroalkyl phenyl sulfoxides in high yields

Treatment of 1-chloroalkyl phenyl sulfoxides having a geminal methyl group or a geminal benzyl group at the 2-position in THF at -78°C with isopropylmagnesium chloride gave magnesium carbenoids. Carbenoid 1,3-CH insertion reaction of the magnesium carbeno

A short synthetic pathway to a fully-functionalized southern hemisphere of the antitumor macrolide bryostatin 1.

[reaction--see text] An 18-step asymmetric synthesis of the bryostatin 1 "southern hemisphere" fragment (1) has been developed. Key steps include an aldol reaction between 6 and 7 and a dehydration to establish the (E)-exocyclic alkene in 2 and a stereose

Total synthesis of bryostatin 2

The total synthesis of the marine macrolide bryostatin 2 is described. The synthesis plan relies on aldol and directed reduction steps in order to construct the anti-1,3-diol array present in each of the principal subunits (A, B, and C). These fragments were coupled using a Julia olefination and subsequent sulfone alkylation. A series of functionalization reactions provided a bryopyran seco acid, which was macrolactonized under Yamaguchi conditions. Installation of the two enoate moieties took advantage of asymmetric phosphonate and aldol condensation strategies. Reduction of the C20 ketone and simple protecting group operations then completed the synthesis of bryostatin 2. This flexible approach should provide access to a series of new analogues of this clinically important marine natural product.

An approach to the C(17)-C(24) fragment of bryostatins: Applications of stereoselective trisubstituted alkene formation by palladium(0) catalysed coupling of enol acetates and vinylic bromides

The enol acetate 26 couples stereospecifically with the vinylic bromides 25 and 29 in the presence of tributyltin methoxide and a catalytic amount of dichlorobis(tri-o-tolylphosphine)palladium to give the βγ-unsaturated ketones 27 and 30 with retention of

Synthetic studies on bryostatins, potent antineoplastic agents: Synthesis of the C17-C27 fragment of C20 oxygenated bryostatins

Synthetic process towards the bottom half portion of C20 oxygenated series of bryostatins is described. The stereogenic center at C20 position was constructed through a hydroxyl group-directed epoxidation by using mCPBA. It was found that silver (I) salt is an effective and mild reagent for regioselective ring cleavage of α-bromoepoxides into the corresponding α-hydroxyketones via oxonium ion intermediates.