(7S,10aR,15bS)-1-benzoyl-9-(4-bromobenzyl)-6-(4-fluorobenzoyl)-7-isopropyl-13-((2-methoxyethoxy)methoxy)-1,2,6,7,9,10,10a,15b-octahydrobenzofuro[2,3-f][1,4,8]triazacyclododecin-8(5H)-one

Base Information

Chemical Name:(7S,10aR,15bS)-1-benzoyl-9-(4-bromobenzyl)-6-(4-fluorobenzoyl)-7-isopropyl-13-((2-methoxyethoxy)methoxy)-1,2,6,7,9,10,10a,15b-octahydrobenzofuro[2,3-f][1,4,8]triazacyclododecin-8(5H)-one
CAS No.:1592908-90-1
Molecular Formula:C₄₃H₄₅BrFN₃O₇
Molecular Weight:814.749
Hs Code.:

(7S,10aR,15bS)-1-benzoyl-9-(4-bromobenzyl)-6-(4-fluorobenzoyl)-7-isopropyl-13-((2-methoxyethoxy)methoxy)-1,2,6,7,9,10,10a,15b-octahydrobenzofuro[2,3-f][1,4,8]triazacyclododecin-8(5H)-one

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Chemical Property of (7S,10aR,15bS)-1-benzoyl-9-(4-bromobenzyl)-6-(4-fluorobenzoyl)-7-isopropyl-13-((2-methoxyethoxy)methoxy)-1,2,6,7,9,10,10a,15b-octahydrobenzofuro[2,3-f][1,4,8]triazacyclododecin-8(5H)-one

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Technology Process of (7S,10aR,15bS)-1-benzoyl-9-(4-bromobenzyl)-6-(4-fluorobenzoyl)-7-isopropyl-13-((2-methoxyethoxy)methoxy)-1,2,6,7,9,10,10a,15b-octahydrobenzofuro[2,3-f][1,4,8]triazacyclododecin-8(5H)-one

There total 10 articles about (7S,10aR,15bS)-1-benzoyl-9-(4-bromobenzyl)-6-(4-fluorobenzoyl)-7-isopropyl-13-((2-methoxyethoxy)methoxy)-1,2,6,7,9,10,10a,15b-octahydrobenzofuro[2,3-f][1,4,8]triazacyclododecin-8(5H)-one 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:

: 1016896-54-0
(2S,3S)-ethyl-3-(allyloxycarbonylamino)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

: 1592908-90-1
(7S,10aR,15bS)-1-benzoyl-9-(4-bromobenzyl)-6-(4-fluorobenzoyl)-7-isopropyl-13-((2-methoxyethoxy)methoxy)-1,2,6,7,9,10,10a,15b-octahydrobenzofuro[2,3-f][1,4,8]triazacyclododecin-8(5H)-one

Guidance literature:: Multi-step reaction with 9 steps

1: lithium borohydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

2: triphenylphosphine; diethylazodicarboxylate; diphenylphosphoranyl azide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

3: triphenylphosphine / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

4: sodium cyanoborohydride; acetic acid / ethanol / 4 h / 20 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine; PyBroP / dichloromethane / 20 °C / Inert atmosphere

6: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 1 h / 0 °C / Inert atmosphere; Darkness

7: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

8: sodium hydride / tetrahydrofuran / 0 - 55 °C / Inert atmosphere

9: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 12 h / Reflux

With morpholine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium borohydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenylphosphoranyl azide; sodium hydride; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; PyBroP; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1002/ejoc.201301769

Reference yield:

: allyl (2S,3S)-2-(hydroxymethyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

: 1592908-90-1
(7S,10aR,15bS)-1-benzoyl-9-(4-bromobenzyl)-6-(4-fluorobenzoyl)-7-isopropyl-13-((2-methoxyethoxy)methoxy)-1,2,6,7,9,10,10a,15b-octahydrobenzofuro[2,3-f][1,4,8]triazacyclododecin-8(5H)-one

Guidance literature:: Multi-step reaction with 8 steps

1: triphenylphosphine; diethylazodicarboxylate; diphenylphosphoranyl azide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2: triphenylphosphine / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

3: sodium cyanoborohydride; acetic acid / ethanol / 4 h / 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine; PyBroP / dichloromethane / 20 °C / Inert atmosphere

5: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 1 h / 0 °C / Inert atmosphere; Darkness

6: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

7: sodium hydride / tetrahydrofuran / 0 - 55 °C / Inert atmosphere

8: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 12 h / Reflux

With morpholine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenylphosphoranyl azide; sodium hydride; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; PyBroP; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1002/ejoc.201301769

Reference yield:

: allyl (2R,3S)-2-(azidomethyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

: 1592908-90-1
(7S,10aR,15bS)-1-benzoyl-9-(4-bromobenzyl)-6-(4-fluorobenzoyl)-7-isopropyl-13-((2-methoxyethoxy)methoxy)-1,2,6,7,9,10,10a,15b-octahydrobenzofuro[2,3-f][1,4,8]triazacyclododecin-8(5H)-one

Guidance literature:: Multi-step reaction with 7 steps

1: triphenylphosphine / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

2: sodium cyanoborohydride; acetic acid / ethanol / 4 h / 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine; PyBroP / dichloromethane / 20 °C / Inert atmosphere

4: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 1 h / 0 °C / Inert atmosphere; Darkness

5: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

6: sodium hydride / tetrahydrofuran / 0 - 55 °C / Inert atmosphere

7: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 12 h / Reflux

With morpholine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; PyBroP; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1002/ejoc.201301769