(2R,3S)-2-acetoxy-1-(2-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-3-phenyl-1-propanone

Base Information

Chemical Name:(2R,3S)-2-acetoxy-1-(2-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-3-phenyl-1-propanone
CAS No.:743430-69-5
Molecular Formula:C₂₃H₂₇NO₆
Molecular Weight:413.47
Hs Code.:

Synonyms:(2R,3S)-2-acetoxy-1-(2-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-3-phenyl-1-propanone

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Chemical Property of (2R,3S)-2-acetoxy-1-(2-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-3-phenyl-1-propanone

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Technology Process of (2R,3S)-2-acetoxy-1-(2-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-3-phenyl-1-propanone

There total 3 articles about (2R,3S)-2-acetoxy-1-(2-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-3-phenyl-1-propanone 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: 94.0%

: 108-24-7
acetic anhydride

: 743430-43-5
(2R,3S)-2-hydroxy-1-(2-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-3-phenyl-1-propanone

: 743430-69-5
(2R,3S)-2-acetoxy-1-(2-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-3-phenyl-1-propanone

Guidance literature:: With pyridine; dmap; at 25 ℃; for 12h;
DOI:10.1021/ja0482435

Reference yield:

: 177896-09-2
tert-butyl benzylidenecarbamate

: 743430-69-5
(2R,3S)-2-acetoxy-1-(2-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-3-phenyl-1-propanone

Guidance literature:: Multi-step reaction with 2 steps

1: 1,1'-bis[(S,S)-BINOL-3-yl]dimethyl ether; Et₂Zn; molecular sieves 3 Angstroem / diethyl ether; hexane; tetrahydrofuran / 36 h / -40 °C

2: 94 percent / pyridine; DMAP / 12 h / 25 °C

With pyridine; dmap; 1,1'-bis[(S,S)-BINOL-3-yl]dimethyl ether; 3 A molecular sieve; diethylzinc; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/ja0482435

Reference yield:

: 224321-19-1
2-hydroxy-1-(2-methoxyphenyl)ethanone

: 743430-69-5
(2R,3S)-2-acetoxy-1-(2-methoxyphenyl)-3-(N-tert-butoxycarbonylamino)-3-phenyl-1-propanone

Guidance literature:: Multi-step reaction with 2 steps

1: 1,1'-bis[(S,S)-BINOL-3-yl]dimethyl ether; Et₂Zn; molecular sieves 3 Angstroem / diethyl ether; hexane; tetrahydrofuran / 36 h / -40 °C

2: 94 percent / pyridine; DMAP / 12 h / 25 °C

With pyridine; dmap; 1,1'-bis[(S,S)-BINOL-3-yl]dimethyl ether; 3 A molecular sieve; diethylzinc; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/ja0482435