116652-76-7

Upstream product

• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 56850-58-9 methyl (2R)-3-(benzyloxy)-2-methylpropanoate 
• 88729-00-4 (-)-(R)-3-benzyloxy-2-methylpropionic acid 
• 72657-23-9 methyl (R)-3-hydroxy-2-methylpropionate 
• 80657-57-4 3-hydroxy-(2S)-methylpropionate 
• 74924-27-9 methyl (S)-3-benzyloxy-2-methylpropanoate 

Downstream Products

• 214273-22-0 (S)-5-benzyloxy-4-methyl-1-trimethylsilylpent-1-yn-3-one 
• 676254-72-1 (2S,6S,7S,8S)-1-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxymethoxy-2,6,8-trimethyl-non-4-yn-3-one 
• 303179-17-1 (R)-1-Benzyloxy-5-[1,3]dioxan-2-yl-2-methyl-pentan-3-one 
• 116652-75-6 (R)-1-(benzyloxy)-2-methylpentan-3-one 
• 192993-13-8 (2R)-1-benzyloxy-2-methylhexan-3-one 
• 192993-18-3 (3S,4S,5S,6R)-7-benzyloxy-4-ethyl-2,6-dimethylhept-1-ene-3,5-diol 
• 192993-16-1 C₂₆H₄₁BO₂ 
• 192993-19-4 (2R,3R,4R,5S,6R)-7-benzyloxy-3,5-(di-tert-butylsilylenedioxy)-4-ethyl-2,6-dimethylheptan-1-ol 
• 192993-17-2 (4S,5S,6S)-4-((R)-2-Benzyloxy-1-methyl-ethyl)-2-cyclohexyl-5-ethyl-6-isopropenyl-[1,3,2]dioxaborinane 
• 273944-65-3 (2R,4R,5R)-1-benzyloxy-5-hydroxy-2,4-dimethylhexan-3-one 
• 273944-66-4 (2R,3R,4S,5R)-5-benzoyloxy-1-benzyloxy-2,4-dimethylhexan-3-ol 
• 82167-79-1 (-)-(R)-4-benzyloxy-3-methylbutan-2-one 
• 79026-61-2 (R)-3-benzyloxy-2-methylpropanal 
• 261968-10-9 (2S,3R,4S,5S)-1-benzyloxy-3,5-bis-(t-butyldimethylsilyloxy)-2,4-dimethylhexane 

Relevant academic research and scientific papers

The total synthesis of scytophycin C. Part 1: Stereocontrolled synthesis of the C1-C32 protected seco acid

A stereocontrolled synthesis of the C1-C32 seco acid derivative 9 for scytophycin C (1) was completed in 14 steps (18.2% yield, 85% ds) from aldehyde (S)-18. Key steps include: (i) the asymmetric crotylboration of (S)- 18 to give hom

(3R)-2-iodo-4-benzyloxy-3-methyl-1-ene compound as well as preparation method and application thereof

The invention provides a (3R)-2-iodo-4-benzyloxy-3-methyl-1-ene compound as well as a preparation method and an application thereof, more particularly relates to a novel compound ERP-2 as well as a preparation method and an application thereof, also provi

Studies towards the synthesis of tedanolide C. Construction of the C13-epi C1-C15 fragment

The preparation of an advanced intermediate on route towards the synthesis of tedanolide C is reported here. It is based on the coupling of two fragments of similar size and complexity, which in turn are prepared by highly stereoselective substrate-contro

A total synthesis of herboxidiene methyl ester

The total synthesis of the methyl ester, 35, of herboxidiene (1, a.k.a. GEX1A and TAN-1609), a polyketide displaying both herbicidal and anti-tumor activity, is described. The convergent reaction sequence involves, in its closing stages, the union of the phosphine oxide 3 with the aldehyde 21 to deliver, via a Horner-Wittig reaction with accompanying epimerization at C12, compound 33 that after deprotection affords an alcohol, 34, capable of participating in a regioand diastereo-selective epoxidation reaction to give target 35. Phosphine oxide 3 was prepared via the intramolecular hetero-Michael addition of a secondary alcohol to a tethered and Z-configured acrylate while aldehyde 21 was generated, in the crucial step of the relevant reaction sequence, via an Ireland-Claisen rearrangement reaction.

Stereocontrolled total synthesis of (+)-concanamycin F: The strategic use of boron-mediated aldol reactions of chiral ketones

A highly stereocontrolled total synthesis of the 18-membered macrolide (+)-concanamycin F, a potent inhibitor of vacuolar ATPases, is described that proceeds in 5.8% yield over 26 steps. The three key fragments, C1-C13 vinyl iodide, C14-C22 vinyl stannane

A practical synthesis of (+)-discodermolide and analogues: Fragment union by complex aldol reactions

A practical stereocontrolled synthesis of (+)-discodermolide (1) has been completed in 10.3% overall yield (23 steps longest linear sequence). The absolute stereochemistry of the C1-C6 (7), C9-C16 (8), and Csub

The total synthesis of swinholide A. Part 1 : A stereocontrolled synthesis of a C19-C32 segment

The C19-C32 segment 10 of swinholide A was prepared in 15 steps (8% yield, 82% ds) from (±)-16. Key steps include (i) the Sharpless epoxidation, 16 → 17, (ii) the acetal allylation, 15 → 23, (iii) the anti aldol addition, 13 + 14 → 1

Studies in macrolide synthesis: A stereocontrolled synthesis of oleandolide employing reagent- and substrate-controlled aldol reactions of (S)-1-(benzyloxy)-2-methylpentan-3-one

A highly stereocontrolled total synthesis of oleandolide (2), the aglycon of the macrolide antibiotic oleandomycin (1), has been completed in 8% overall yield (20 steps longest linear sequence, 26 steps in total) with 90% overall diastereoselectivity. Ini

ASYMMETRIC ALDOL REACTIONS USING CHIRAL BORON REAGENTS: APPLICATION TO THE SYNTHESIS OF TIRANDAMYCIN A

The bicyclic acetal 1, a key intermediate in previous synthetic studies on tirandamycin A, has been prepared in enantiomerically pure form starting from the (R)-ethylketone 2 and the aldehyde 3.A reagent controlled aldol reaction using (-)-(Ipc)2BOTf sele

ALDOL CONDENSATIONS OF CHIRAL ETHYLKETONES: CONTROL BY CHIRAL BORON REAGENTS.

The chiral reagents (+)- and (-)-(Ipc)2BOTf, in the presence of Et3N, are used to control the aldol condensation reactions of chiral ethylketone 5 with prochiral aldehydes.The SS isomer, 6 or 8, or SA isomer, 7 or 9, is then formed in >99 percentee and wi