trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester

Base Information

Chemical Name:trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester
CAS No.:555153-55-4
Molecular Formula:C₁₉H₁₆F₃NO₅S
Molecular Weight:427.401
Hs Code.:

Synonyms:trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester

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Chemical Property of trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester

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Technology Process of trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester

There total 1 articles about trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester 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: 59.0%

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

: 40888-03-7
3-benzyl-3H-benzoxazolan-2-one

: 627-41-8
propargyl alcohol methyl ether

: 555153-55-4
trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester

Guidance literature:: propargyl alcohol methyl ether; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

3-benzyl-3H-benzoxazolan-2-one; In tetrahydrofuran; at -25 ℃; for 6h;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at -25 - 20 ℃;
DOI:10.1021/ja034525d

Reference yield:

: 555153-55-4
trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester

: (R)-1-benzyl-3-(2-hydroxyethyl)-1',3',3'-trimethyl-1,3,1',3'-tetrahydro-[3,7']biindoyl-2,2'-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: Pd(PPh₃)4; n-Bu₃SnH / tetrahydrofuran / 2 h / 0 °C

1.2: 1.57 g / Pd₂dba3*CHCl₃; P(2-furyl)3; CuI / 1-methyl-pyrrolidin-2-one / 24 h / 20 °C

2.1: (R)-BINAP; Pd(OAc)2; 1,2,2,6,6-pentamethylpiperidine / 1,8-bis(dimethylamino)naphthalene / tetrahydrofuran / 12 h / 80 °C

2.2: aq. HCl / tetrahydrofuran / 2 h

2.3: NaBH₄ / ethanol / 1 h

With 1,2,2,6,6-pentamethylpiperidine; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In tetrahydrofuran; 1.2: Stille coupling / 2.1: intramolecular asymmetric Heck cyclization;
DOI:10.1021/ja034525d

Reference yield:

: 555153-55-4
trifluoromethanesulfonic acid 2-(benzyl-[4-methoxybut-2-ynoyl]amino)phenyl ester

: (S)-1-benzyl-3-(2-hydroxyethyl)-1',3',3'-trimethyl-1,3,1',3'-tetrahydro-[3,7']biindoyl-2,2'-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: Pd(PPh₃)4; n-Bu₃SnH / tetrahydrofuran / 2 h / 0 °C

1.2: 1.57 g / Pd₂dba3*CHCl₃; P(2-furyl)3; CuI / 1-methyl-pyrrolidin-2-one / 24 h / 20 °C

2.1: (R)-BINAP; Pd(OAc)2; 1,2,2,6,6-pentamethylpiperidine / 1,8-bis(dimethylamino)naphthalene / tetrahydrofuran / 12 h / 80 °C

2.2: aq. HCl / tetrahydrofuran / 2 h

2.3: NaBH₄ / ethanol / 1 h

With 1,2,2,6,6-pentamethylpiperidine; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-n-butyl-tin hydride; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In tetrahydrofuran; 1.2: Stille coupling / 2.1: intramolecular asymmetric Heck cyclization;
DOI:10.1021/ja034525d