(5R,8S,11R,12S)-allyl 11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-12-hydroxy-5-(2-methylthio)ethyl-3,6,9-trioxo-8-((tritylthio)methyl)-2-oxa-4,7,10-triazatetradecan-14-oate

Base Information

Chemical Name:(5R,8S,11R,12S)-allyl 11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-12-hydroxy-5-(2-methylthio)ethyl-3,6,9-trioxo-8-((tritylthio)methyl)-2-oxa-4,7,10-triazatetradecan-14-oate
CAS No.:1351107-24-8
Molecular Formula:C₅₃H₅₉N₃O₇S₂
Molecular Weight:914.199
Hs Code.:

(5R,8S,11R,12S)-allyl 11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-12-hydroxy-5-(2-methylthio)ethyl-3,6,9-trioxo-8-((tritylthio)methyl)-2-oxa-4,7,10-triazatetradecan-14-oate

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Chemical Property of (5R,8S,11R,12S)-allyl 11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-12-hydroxy-5-(2-methylthio)ethyl-3,6,9-trioxo-8-((tritylthio)methyl)-2-oxa-4,7,10-triazatetradecan-14-oate

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Useful:

Technology Process of (5R,8S,11R,12S)-allyl 11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-12-hydroxy-5-(2-methylthio)ethyl-3,6,9-trioxo-8-((tritylthio)methyl)-2-oxa-4,7,10-triazatetradecan-14-oate

There total 7 articles about (5R,8S,11R,12S)-allyl 11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-12-hydroxy-5-(2-methylthio)ethyl-3,6,9-trioxo-8-((tritylthio)methyl)-2-oxa-4,7,10-triazatetradecan-14-oate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1309766-93-5
(3S,4R,5S)-allyl 4-(tert-butoxycarbonylamino)-3-hydroxy-5-methylheptanoate

: 1351107-24-8
(5R,8S,11R,12S)-allyl 11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-12-hydroxy-5-(2-methylthio)ethyl-3,6,9-trioxo-8-((tritylthio)methyl)-2-oxa-4,7,10-triazatetradecan-14-oate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluoroacetic acid / dichloromethane / 3 h

2.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C

2.2: 0 °C

3.1: diethylamine / acetonitrile / 2.5 h

4.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C

4.2: 0 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/ol202197q

Reference yield:

: 1309766-87-7
(3S,4R,5S)-allyl 4-((S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(tritylthio)propanamido)-3-hydroxy-5-methylheptanoate

: 1351107-24-8
(5R,8S,11R,12S)-allyl 11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-12-hydroxy-5-(2-methylthio)ethyl-3,6,9-trioxo-8-((tritylthio)methyl)-2-oxa-4,7,10-triazatetradecan-14-oate

Guidance literature:: Multi-step reaction with 2 steps

1.1: diethylamine / acetonitrile / 2.5 h

2.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C

2.2: 0 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1021/ol202197q

Reference yield:

: C₁₁H₂₁NO₃

: 1351107-24-8
(5R,8S,11R,12S)-allyl 11-((S)-sec-butyl)-1-(9H-fluoren-9-yl)-12-hydroxy-5-(2-methylthio)ethyl-3,6,9-trioxo-8-((tritylthio)methyl)-2-oxa-4,7,10-triazatetradecan-14-oate

Guidance literature:: Multi-step reaction with 3 steps

1.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C

1.2: 0 °C

2.1: diethylamine / acetonitrile / 2.5 h

3.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C

3.2: 0 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1021/ol202197q