135211-99-3

Upstream product

• 100-39-0 benzyl bromide 
• 102849-23-0 (+)-(2R,3S,4S)-1,3,5-trihydroxy-2,4-dimethylpentane 3,5-acetonide 
• 108393-30-2 (2R,3R,4R)-5-(benzyloxy)-2,4-dimethyl-1,3-pentanediol 
• 77-76-9 2,2-dimethoxy-propane 
• 67-64-1 acetone 
• 95671-21-9 2,4-dimethyl-2,4-dideoxy-xylitol 
• 38614-40-3 2,4-dimethyl-penta-1,4-dien-3-ol 
• 127808-53-1 (2S,3R,4R)-3-(tert-butyldimethylsiloxy)-2,4-dimethyl-1,5-pentanediol 
• 135211-95-9 (S)-2-((2R,3R,6S,7S,10R)-7-Isopropyl-3,10-dimethyl-1,5-dioxa-spiro[5.5]undec-2-yl)-propan-1-ol 
• 135067-25-3 (2S,3R,4R)-2,4-dimethyl-1,3,5-tris(trimethylsiloxy)pentane 
• 63930-49-4 (R)-3-(benzyloxy)-2-methylpropan-1-ol 
• 79027-28-4 (2S)-3-(benzyloxy)-2-methylpropanal 
• 81520-03-8 (2E,4R)-5-(benzyloxy)-4-methyl-2-penten-1-ol 
• 73814-75-2 [(2S,3S)-3-((S)-2-Benzyloxy-1-methyl-ethyl)-oxiranyl]-methanol 

Downstream Products

• 81520-11-8 (2R,3S,4S)-5-(benzyloxy)-2,4-dimethylpentane-1,3-diol 
• 81520-10-7 (2S,3S,4S)-5-Benzyloxy-2,4-dimethylpentan-1,3-diol 
• 108393-28-8 (2S,3R,4S)-5-benzyloxy-2,3-dimethylpentane-1,4-diol 
• 683278-53-7 [(2S,3S,4R)-5-Iodo-2,4-dimethyl-3-(2-methyl-propenyloxy)-pentyloxymethyl]-benzene 
• 97690-88-5 (2E,4E,6S,7S,8S)-7-Hydroxy-6,8-dimethyl-9-triphenylmethoxy-2,4-nonadienoic acid 
• 97690-87-4 Methyl (2E,4E,6S,7S,8S)-7-hydroxy-6,8-dimethyl-9-triphenylmethoxy-2,4-nonadienoate 
• 110672-02-1 (3S,4S,7S)-3-Benzyloxymethyl-7-((4R,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-4-vinyl-octan-4-ol 
• 120269-81-0 C₅₇H₈₄O₁₂ 
• 120269-81-0 C₅₇H₈₄O₁₂ 
• 120269-90-1 C₅₈H₈₆O₁₃ 
• 126394-27-2 (E)-(3S,7S)-3-Benzyloxymethyl-7-((4R,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-oct-5-en-4-one 
• 53003-10-4 salinomycin 
• 110672-02-1 (3S,4R,7S,8R,9S)-3-benzyloxymethyl-8,10-isopropylidenedioxy-7,9-dimethyl-4-vinyldecan-4-ol 
• 120297-98-5 Methanesulfonic acid (2S,5S)-2-((S)-1-benzyloxymethyl-propyl)-2-hydroxy-5-((4R,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-hexyl ester 

Relevant academic research and scientific papers

Stereoselection at the Steady State in Radical Cyclizations of Acyclic Systems Containing One Radical Acceptor and Two Precursors in a 1,5- Relationship under Pseudo-First-Order Conditions

The first example of a successive kinetic resolution of acyclic diastereomeric radical intermediates in a 1,5-relationship under pseudo-first-order conditions is reported. A mechanistic model involves nonselective generation of the radical intermediates followed by different partitioning of these between two different chemical pathways. The "2,5-cis" selectivity in the radical cyclization step arises from transition geometries with the substituents aligned in pseudoequatorial positions.

Absolute structural determination of stevastelin B

Stevastelin B, obtained from a culture of a Penicillium sp. NK374186, is a novel depsipeptide containing three amino acids and 3,5-dihydroxy-2,4-dimethylstearic acid. The stereochemistry of the three amino acids was determined by HPLC analysis, and the re

Enzymatic desymmetrization of meso(anti-anti)-2,4-dimethyl-1,3,5-pentanetriol

The stereoselective acetylation of meso-3-(tert-butyldimethylsiloxy)-2,4-dimethyl-1,5-pentanediol by vinyl acetate in the presence of Candida rugosa lipase in organic medium gave the corresponding (2R, 3R, 4S) mono ester in high enantiomeric purity (ee =

Stereoselective acetalization of 1,3-alkanediols controlled by intramolecular van der Waals attractive interactions and its application to an enantiodifferentiating transformation of σ-symmetric 1,3,5-pentanetriols

Acetalization reactions of racemic bis(trimethylsilyl) ethers (R1R2CHCH(OTMS)CH(R3)CH2OTMS) with racemic menthone, under thermodynamically controlled conditions, stereoselectively give spiroacetal 2 (in which the substituent R1R2CH- is attached to the carbon adjacent to the axial oxygen atom with respect to the menthane ring) in preference to the diastereomeric spiroacetal 3 (in which the substituent is attached to the carbon adjacent to the equatorial oxygen atom). Correlation between the stereoselectivities and the structures of the spiroacetals as well as the higher stereoselectivities observed in the related acetalization with 7,7,7-trimethylmenthone indicates that the preferential formation of spiroacetal 2 of a folded structure is a result of intramolecular attractive interactions between the menthane moiety and the substituent attached to the 1,3-dioxane ring. Molecular mechanics (MM2) calculations give satisfactory agreement with experiments and provide support for the operation of the van der Waals attractive interaction as the most important factor determining the stereoselectivities. The stereoselective acetalization with l-menthone is successfully applied to a novel enantiodifferentiating transformation of σ-symmetric 1,3,5-pentanetriols (HOCH2CHRCH(OH)CHRCH2OH; R = Me or H). The reaction provides an efficient and straightforward route to chiral menthonide derivatives 13a-c, which can be utilized as versatile chiral building blocks.