[4-[(2S,3S,5S)-2,5-bis(tert-butoxycarbonylamino)-3-hydroxy-6-phenylhexyl]phenyl] trifluoromethanesulfonate

Base Information

Chemical Name:[4-[(2S,3S,5S)-2,5-bis(tert-butoxycarbonylamino)-3-hydroxy-6-phenylhexyl]phenyl] trifluoromethanesulfonate
CAS No.:1335054-13-1
Molecular Formula:C₂₉H₃₉F₃N₂O₈S
Molecular Weight:632.698
Hs Code.:

Synonyms:[4-[(2S,3S,5S)-2,5-bis(tert-butoxycarbonylamino)-3-hydroxy-6-phenylhexyl]phenyl] trifluoromethanesulfonate

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Chemical Property of [4-[(2S,3S,5S)-2,5-bis(tert-butoxycarbonylamino)-3-hydroxy-6-phenylhexyl]phenyl] trifluoromethanesulfonate

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Technology Process of [4-[(2S,3S,5S)-2,5-bis(tert-butoxycarbonylamino)-3-hydroxy-6-phenylhexyl]phenyl] trifluoromethanesulfonate

There total 7 articles about [4-[(2S,3S,5S)-2,5-bis(tert-butoxycarbonylamino)-3-hydroxy-6-phenylhexyl]phenyl] trifluoromethanesulfonate 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: 63.0%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: C₂₈H₄₀N₂O₆

: 1335054-13-1
[4-[(2S,3S,5S)-2,5-bis(tert-butoxycarbonylamino)-3-hydroxy-6-phenylhexyl]phenyl] trifluoromethanesulfonate

Guidance literature:: With dmap; In dichloromethane; at 40 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm201109t

Reference yield:

: 854754-83-9
(4S)-5-[4-(benzyloxy)phenyl]-4-(dibenzylamino)-3-oxopentanenitrile

: 1335054-13-1
[4-[(2S,3S,5S)-2,5-bis(tert-butoxycarbonylamino)-3-hydroxy-6-phenylhexyl]phenyl] trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrahydrofuran; diethyl ether / 16 h / 0 - 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate; methanesulfonic acid / tetrahydrofuran; water / 18 h / -10 °C / Inert atmosphere

2.2: 5 h / 0 - 20 °C / Inert atmosphere

3.1: potassium carbonate / tert-butyl methyl ether / 2 h / 20 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran / 4 h / Reflux; Inert atmosphere

5.1: triethylamine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

6.1: dmap / dichloromethane / 2 h / 40 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; methanesulfonic acid; palladium 10% on activated carbon; ammonium formate; potassium carbonate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; tert-butyl methyl ether; water;
DOI:10.1021/jm201109t

Reference yield:

: 854754-85-1
C₃₉H₄₂N₂O₂

: 1335054-13-1
[4-[(2S,3S,5S)-2,5-bis(tert-butoxycarbonylamino)-3-hydroxy-6-phenylhexyl]phenyl] trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / tert-butyl methyl ether / 2 h / 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; ammonium formate / tetrahydrofuran / 4 h / Reflux; Inert atmosphere

3: triethylamine / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

4: dmap / dichloromethane / 2 h / 40 °C / Inert atmosphere

With dmap; palladium 10% on activated carbon; ammonium formate; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether;
DOI:10.1021/jm201109t