(2S,6R,9S,12R,13S)-12-[(S)-isobutyl]-13-(tert-butyldimethylsilyloxy)-6-[2-(methylthio)ethyl]-2-[(E)-4-(tritylthio)but-1-en-1-yl]-9-tritylthiomethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone

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Chemical Name:(2S,6R,9S,12R,13S)-12-[(S)-isobutyl]-13-(tert-butyldimethylsilyloxy)-6-[2-(methylthio)ethyl]-2-[(E)-4-(tritylthio)but-1-en-1-yl]-9-tritylthiomethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone
CAS No.:1581267-11-9
Molecular Formula:C₆₇H₈₁N₃O₆S₃Si
Molecular Weight:1148.68
Hs Code.:

(2S,6R,9S,12R,13S)-12-[(S)-isobutyl]-13-(tert-butyldimethylsilyloxy)-6-[2-(methylthio)ethyl]-2-[(E)-4-(tritylthio)but-1-en-1-yl]-9-tritylthiomethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone

Synonyms:(2S,6R,9S,12R,13S)-12-[(S)-isobutyl]-13-(tert-butyldimethylsilyloxy)-6-[2-(methylthio)ethyl]-2-[(E)-4-(tritylthio)but-1-en-1-yl]-9-tritylthiomethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone

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Chemical Property of (2S,6R,9S,12R,13S)-12-[(S)-isobutyl]-13-(tert-butyldimethylsilyloxy)-6-[2-(methylthio)ethyl]-2-[(E)-4-(tritylthio)but-1-en-1-yl]-9-tritylthiomethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone

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Technology Process of (2S,6R,9S,12R,13S)-12-[(S)-isobutyl]-13-(tert-butyldimethylsilyloxy)-6-[2-(methylthio)ethyl]-2-[(E)-4-(tritylthio)but-1-en-1-yl]-9-tritylthiomethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone

There total 7 articles about (2S,6R,9S,12R,13S)-12-[(S)-isobutyl]-13-(tert-butyldimethylsilyloxy)-6-[2-(methylthio)ethyl]-2-[(E)-4-(tritylthio)but-1-en-1-yl]-9-tritylthiomethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone 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: 81.0%

: (3S,4R,5R)-3-(tert-butyldimethylsiloxy)-4-{(S)-2-[(R)-2-[(S,E)-3-hydroxy-7-(tritylthio)hept-4-enoylamino]-4-(methylthio)butanoylamino]-3-tritylthio(propionylamino)}-5-methylheptanoic acid

: 1581267-11-9
(2S,6R,9S,12R,13S)-12-[(S)-isobutyl]-13-(tert-butyldimethylsilyloxy)-6-[2-(methylthio)ethyl]-2-[(E)-4-(tritylthio)but-1-en-1-yl]-9-tritylthiomethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone

Guidance literature:: With dmap; 2-methyl-6-nitrobenzoic anhydride; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1016/j.ejmech.2014.02.044

Reference yield:

: 1581266-95-6
(R)-2-[(S,E)-3-(4-methoxybenzyloxy)-7-(tritylthio)hept-4-enamide]-4-(methylthio)butanoic acid

: 1581267-11-9
(2S,6R,9S,12R,13S)-12-[(S)-isobutyl]-13-(tert-butyldimethylsilyloxy)-6-[2-(methylthio)ethyl]-2-[(E)-4-(tritylthio)but-1-en-1-yl]-9-tritylthiomethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone

Guidance literature:: Multi-step reaction with 4 steps

1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / -30 °C / Inert atmosphere

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h / 20 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; morpholine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

4: dmap; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 15 h / 20 °C

With morpholine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1-hydroxy-7-aza-benzotriazole; 2-methyl-6-nitrobenzoic anhydride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.ejmech.2014.02.044

Reference yield:

: (3S,4R,5R)-allyl 3-(tert-butyldimethylsiloxy)-4-{(S)-2-[(R)-2-[(S,E)-3-(4-methoxybenzyloxy)-7-(tritylthio)hept-4-enoylamino]-4-(methylthio)butanoylamino]-3-tritylthio(propionylamino)}-5-methylheptanoate

: 1581267-11-9
(2S,6R,9S,12R,13S)-12-[(S)-isobutyl]-13-(tert-butyldimethylsilyloxy)-6-[2-(methylthio)ethyl]-2-[(E)-4-(tritylthio)but-1-en-1-yl]-9-tritylthiomethyl-1-oxa-5,8,11-triazacyclopentadecane-4,7,10,15-tetraone

Guidance literature:: Multi-step reaction with 3 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 3 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; morpholine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3: dmap; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 15 h / 20 °C

With morpholine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-methyl-6-nitrobenzoic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.ejmech.2014.02.044