131102-87-9

Upstream product

• 131103-11-2 C₁₆H₂₄O₆ 
• 102-92-1 Cinnamoyl chloride 
• 131102-90-4 (1S,2S,5R)-5-Benzyloxymethyl-2-((E)-propenyl)-cyclohexanol 
• 131067-69-1 C₁₅H₂₂O₅ 
• 131067-65-7 6-{[(1R,2R,4S)-4-Benzyloxymethyl-2-(2-methoxy-ethoxymethoxy)-cyclohexyl]-hydroxy-methyl}-2,3-dihydro-pyran-4-one 
• 131103-10-1 C₁₆H₂₂O₆ 
• 124-41-4 sodium methylate 
• 63166-73-4 phyllanthoside 
• 131067-62-4 [(1S,2S,4R)-4-Benzyloxymethyl-2-(2-methoxy-ethoxymethoxy)-cyclohexyl]-(3,3-dimethyl-1,5,9-trioxa-spiro[5.5]undec-7-en-8-yl)-methanol 
• 129144-83-8 6-[(1S,2R,4S)-4-Benzyloxymethyl-2-(2-methoxy-ethoxymethoxy)-cyclohexanecarbonyl]-3-methyl-2,3-dihydro-pyran-4-one 
• 131103-05-4 6-[(1S,2R,4S)-4-Benzyloxymethyl-2-(2-methoxy-ethoxymethoxy)-cyclohexanecarbonyl]-2,3-dihydro-pyran-4-one 
• 129213-17-8 C₂₁H₂₆O₅ 
• 129144-85-0 C₂₁H₂₆O₅ 
• 131103-06-5 C₂₂H₂₈O₅ 

Relevant academic research and scientific papers

Application of Enelike Reactions of Aldehydes with Vinyl Ethers: A Stereoconvergent Synthesis of (±)-Phyllanthocin

(±)-Phyllanthocin has been synthesized through a key step involving the enelike reaction of an aldehyde with 2-methoxypropene recently developed in these laboratories. This work demonstrates that our chemistry is suitable for multistep synthetic applicati

A remarkable ene-like reaction: Development and synthetic applications

A catalytic ene-like reaction of aldehydes with those vinyl ethers that display the oxygen functionality at the central carbon of an allylic system, e.g., 2-methoxypropene, is discussed in detail. The reaction is promoted by 0.05 equiv. of the 1:1 complex

Phyllanthoside-Phyllanthostatin Synthetic Studies. 7. Total Synthesis of (+)-Phyllanthocin and (+)-Phyllanthocindiol

A stereochemically linear total synthesis of (+)-phyllanthocin (5a), the aglycon methyl ester of the antineoplastic glycoside (+)-phyllanthoside (1), is described. The synthesis proceeds in 23 steps (4.5% overall yield) and affords (+)-phyllanthocin in high enantiomeric purity. The central features of the strategy include: (a) construction of aldehyde 8 via a stereoselective, intramolecular ene reaction; (b) elaboration of the spiroketal unit by a two-step tactic involving addition of a functionalized dihydropyran anion (i.e., 9) to 8, followed by a highly stereoselective spiroketalization; and (c) chemo- and stereoselective methylenation of the C(7) carbonyl group. In addition, a second-generation approach is presented, wherein an augmented spiroketalization maneuver not only establishes the C(8) spirocenter but also permits the regio- and stereocontrolled introduction of the C(11) methyl group. The latter sequence furnishes (+)-phyllanthocin in 21 steps (5.6% overall yield). Finally, the advanced phyllanthocin intermediate (+)-49 is converted in five steps (42% overall yield) to (+)-phyllanthocindiol (5b), the aglycon of phyllanthostatin 3.

The structures of phyllanthostatin 1 and phyllanthoside from the Central American tree Phyllanthus acuminatus Vahl

A new antineoplastic glycoside, phyllanthostatin 1, and the related glycoside, phyllanthoside, have been isolated from the Central American tree, Phyllanthus acuminatus Vahl.The structures of phyllanthostatin (1a) and phyllasthoside (1b) were completely assigned by analyses of spectral data, principally by high resolution (400 MHz) nmr.In addition to exhibiting activity against the National Cancer Institute's P388 lymphocytic leukemia, phyllanthoside was found to possess a curative level of activity against the murine B16 melanoma.