99016-97-4

Upstream product

• 102354-93-8 methyl (E)-7-(benzyloxy)hept-2-enoate 
• 111-29-5 1 ,5-pentanediol 
• 4541-15-5 5-(benzyloxy)-1-pentanol 
• 78999-24-3 5-benzyloxy-1-pentanal 
• 100-39-0 benzyl bromide 
• 115463-10-0 ethyl (E)-7-(benzyloxy)hept-2-enoate 
• 99017-16-0 7-(benzyloxy)-2-heptyn-1-ol 
• 786668-19-7 methyl (Z)-7-(benzyloxy)hept-2-enoate 

Downstream Products

• 1158076-89-1 (3S)-7-(benzyloxy)-1-hepten-3-ol 
• 99095-30-4 [(2R,3R)-3-[4-(benzyloxy)butyl]oxiran-2-yl]methanol 
• 1158076-88-0 ((2S,3S)-3-(4-(benzyloxy)butyl)oxiran-2-yl)methanol 
• 1443128-96-8 tert-butyl (Z)-9-(benzyloxy)-2-diazonon-4-enoate 
• 1443129-35-8 (Z)-(((7-bromohept-5-en-1-yl)oxy)methyl)benzene 
• 1443129-46-1 C₂₂H₃₂O₄ 
• 120312-51-8 4-{(2S,3R)-3-[3-((2R,3S)-3-{3-[(2S,3R)-3-(4-Benzyloxy-butyl)-oxiranyl]-propyl}-oxiranyl)-propyl]-oxiranyl}-butan-1-ol 
• 120312-50-7 C₂₄H₃₅BrO₄ 
• 120312-49-4 4-((2R,3S)-3-{3-[(2S,3R)-3-(4-Benzyloxy-butyl)-oxiranyl]-propyl}-oxiranyl)-butan-1-ol 
• 120312-52-9 (R)-5-Benzyloxy-1-(2S,6R,2'S)-octahydro-[2,2']bipyranyl-6-yl-pentan-1-ol 
• 120312-47-2 C₁₉H₂₇BrO₃ 
• 99016-99-6 Phenyl-carbamic acid (2R,3S)-3-(4-benzyloxy-butyl)-oxiranylmethyl ester 
• 99017-00-2 (S)-4-((S)-5-Benzyloxy-1-hydroxy-pentyl)-[1,3]dioxolan-2-one 
• 786668-31-3 {(S)-2-[(2S,6R)-6-But-3-enyl-6-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-propoxy}-tert-butyl-diphenyl-silane 

Relevant academic research and scientific papers

Assembly of the southern macrocyclic half of (+)-spirastrellolide a through cyclic acetal tethered ring-closing metathesis and 1,3-anti-mukaiyama-aldol

We describe herein details of our efforts in syntheses of A-ring and BC-ring of (+)-spirastrellolide A. While the former would constitute a facile 12-step synthetic endeavor starting from 1,5-pentanediol, the latter would showcase a cyclic acetal-tethered

Stereoselective total synthesis of putaminoxin

The stereoselective total synthesis of a phytotoxic macrolide putaminoxin, isolated from the culture of Phoma putaminum fungus, has been accomplished by utilization of Sharpless asymmetric epoxidation, Birch reduction, Jacobsens kinetic resolution of race

A practical total synthesis of (+)-spirolaxine methyl ether

An efficient and practical total synthesis of (+)-spirolaxine methyl ether is described. The phthalide-aldehyde 3 has been prepared via the Diels-Alder reaction between 1,4-unconjugated diene 5 and a long-chain acetylenic dienophile 6. The carbon framework of spiroketal sulfone 4 has been constructed from monobenzyl protected 1,5-pentanediol and the stereochemistry in both the phthalide portion and the spiroketal portion has been established by the Sharpless asymmetric epoxidation.

Concise synthesis of stagonolide-F by ring closing metathesis approach and its biological evaluation

The first total synthesis of 9-membered macrolide, stagonolide-F (3), starting from commercially available 1,5-pentane diol is reported. A combination of Jacobsen's hydrolytic kinetic resolution (HKR) and Sharpless epoxidation is used for the creation of two stereogenic centers, while ring-closing metathesis (RCM) strategy was used for the construction of the lactone ring. The molecule synthesized exhibited potent antifungal, antibacterial and cytotoxic activities against all the tested strains.

Stereoselective total synthesis of polyketide lactone, (3R,4S,5S,9S)-3,5,9-trihydroxy-4-methylundecanoic acid δ-lactone

The total synthesis of lactone 1 has been described. The convergent asymmetric synthesis relies on the use of an Evans' syn-aldol, chain extension with lithio tert-butyl acetate, and the stereoselective reduction of a ketone as the key reactions.

Access to both anomers of pectenotoxin spiroketals by kinetic spiroketalization

A concise synthesis of both AB ring spiroisomers of the pectenotoxins is described. The nonanomeric AB spiroketal ring system of the pectenotoxins-1, -2, -3, and -6 is formed under very mild, kinetic spiroketalization conditions, along with the anomeric i