677751-80-3

Upstream product

• 111136-75-5 (-)-(1R,2R,6R,7S)-tricyclo[5.2.1.0^2,6]deca-4,8-dien-3-one 
• 902775-77-3 tert-Butyl-[(3aS,4S,6S,6aS)-3a-((S)-1-methoxymethoxy-ethyl)-2,2-dimethyl-6-vinyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-diphenyl-silane 
• 677751-87-0 (4R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-1,3-dioxa-spiro[4.4]non-8-en-7-one 
• 677752-09-9 (4S,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-1,3-dioxa-spiro[4.4]non-8-en-7-one 
• 677752-01-1 (4R,5R,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-1,3-dioxa-spiro[4.4]non-8-en-7-one 
• 677752-14-6 (4S,5R,6S)-6-(tert-Butyl-dimethyl-silanyloxy)-2,2,4-trimethyl-1,3-dioxa-spiro[4.4]non-8-en-7-one 
• 672337-39-2 (3aR,6aS)-6a-((R)-1-Methoxymethoxy-ethyl)-2,2-dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one 
• 67814-68-0 2,3-O-isopropylidene-D-ribofuranose 
• 902775-74-0 acetic acid 4-(tert-butyl-diphenyl-silanyloxy)-2,2-dimethyl-6-vinyl-dihydro-furo[3,4-d][1,3]dioxol-3a-ylmethyl ester 
• 902775-76-2 (S)-1-[(3aS,4S,6S,6aS)-4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-6-vinyl-dihydro-furo[3,4-d][1,3]dioxol-3a-yl]-ethanol 
• 902775-75-1 [(3aS,4S,6S,6aS)-4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-6-vinyl-dihydro-furo[3,4-d][1,3]dioxol-3a-yl]-methanol 
• 1053628-91-3 (3aR,4S,6S,6aS)-4-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-6-vinyl-dihydro-furo[3,4-d][1,3]dioxole-3a-carbaldehyde 
• 902775-79-5 (S)-1-[(4S,5S)-5-((S)-1-Methoxymethoxy-ethyl)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl]-prop-2-en-1-ol 
• 902775-80-8 (3aS,4S,6aS)-6a-((S)-1-Methoxymethoxy-ethyl)-2,2-dimethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-ol 

Relevant academic research and scientific papers

Stereoselective approach to pentenocins using RCM: synthesis of 6-epi-pentenocin B

The stereoselective synthesis of 6-epi-pentenocin B 3 is described using a stereoselective Grignard reaction and ring-closing metathesis (RCM) as the key steps.

Total Synthesis and Absolute Stereochemistry of Pentenocin B, a Novel Interleukin-1β Converting Enzyme Inhibitor

Four possible diastereomers of pentenocin B were synthesized in a stereocontrolled manner, and the first total synthesis of a natural enantiomer of (+)-pentenocin B unequivocally established the absolute stereochemistry to be 4S,5R,6R.

Synthesis and structure of diastereomers of pentenocin B produced by Trichoderma hamatum FO-6903

All diastereomers of pentenocin B, an inhibitor of interleukin-1β converting enzyme produced by Trichoderma hamatum FO-6903, were synthesized in chiral forms starting from L-threonine. Absolute configurations of natural pentenocin B were clarified to be 4S, 5R, and 6R.