2-methoxyphenyl (2R,3S)-2-acetoxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate

Base Information

Chemical Name:2-methoxyphenyl (2R,3S)-2-acetoxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate
CAS No.:743430-70-8
Molecular Formula:C₂₃H₂₇NO₇
Molecular Weight:429.47
Hs Code.:

Synonyms:2-methoxyphenyl (2R,3S)-2-acetoxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate

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

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

There total 3 articles about 2-methoxyphenyl (2R,3S)-2-acetoxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate 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: 97.0%

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

: 743430-70-8
2-methoxyphenyl (2R,3S)-2-acetoxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate

Guidance literature:: With disodium hydrogenphosphate; Santonox R; 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; at 60 ℃; for 10h;
DOI:10.1021/ja0482435

Reference yield:

: 177896-09-2
tert-butyl benzylidenecarbamate

: 743430-70-8
2-methoxyphenyl (2R,3S)-2-acetoxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 3 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

3: 97 percent / m-CPBA; Na₂HPO₄; 4,4'-thiobis(6-tert-butyl-m-cresol) / 1,2-dichloro-ethane / 10 h / 60 °C

With pyridine; dmap; disodium hydrogenphosphate; Santonox R; 1,1'-bis[(S,S)-BINOL-3-yl]dimethyl ether; 3 A molecular sieve; diethylzinc; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; hexane; 1,2-dichloro-ethane; 3: Baeyer-Villiger oxidation;
DOI:10.1021/ja0482435

Reference yield:

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

: 743430-70-8
2-methoxyphenyl (2R,3S)-2-acetoxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / pyridine; DMAP / 12 h / 25 °C

2: 97 percent / m-CPBA; Na₂HPO₄; 4,4'-thiobis(6-tert-butyl-m-cresol) / 1,2-dichloro-ethane / 10 h / 60 °C

With pyridine; dmap; disodium hydrogenphosphate; Santonox R; 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; 2: Baeyer-Villiger oxidation;
DOI:10.1021/ja0482435