(2S,3S)-3-Azido-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Base Information

Chemical Name:(2S,3S)-3-Azido-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid ethyl ester
CAS No.:780795-87-1
Molecular Formula:C₁₂H₁₅N₃O₄
Molecular Weight:265.269
Hs Code.:

Synonyms:(2S,3S)-3-Azido-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid ethyl ester

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Chemical Property of (2S,3S)-3-Azido-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid ethyl ester

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Technology Process of (2S,3S)-3-Azido-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid ethyl ester

There total 5 articles about (2S,3S)-3-Azido-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid ethyl 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: 95.0%

: 439828-88-3
(2S,3R)-trans-(4-methoxyphenyl)glycidic acid ethyl ester

: 780795-87-1
(2S,3S)-3-Azido-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Guidance literature:: With sodium azide; 4 A molecular sieve; In acetonitrile; at 20 ℃; for 1.6h;
DOI:10.1016/j.tetlet.2004.07.157

Reference yield:

: 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

: 780795-87-1
(2S,3S)-3-Azido-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / (DHQD)2PHAL; OsO₄ / 2-methyl-propan-2-ol; H₂O / 16 h / 0 °C

2: 95 percent / Et₃N / CH₂Cl₂ / 72 h / 5 °C

3: 95 percent / K₂CO₃ / methanol / 12 h / 20 °C

4: 95 percent / NaN₃ / 4 Angstroem molecular sieves / acetonitrile / 1.6 h / 20 °C

With osmium(VIII) oxide; sodium azide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; 4 A molecular sieve; In methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2004.07.157

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 780795-87-1
(2S,3S)-3-Azido-2-hydroxy-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / basic alumina / microwave irradiation

2: 94 percent / (DHQD)2PHAL; OsO₄ / 2-methyl-propan-2-ol; H₂O / 16 h / 0 °C

3: 95 percent / Et₃N / CH₂Cl₂ / 72 h / 5 °C

4: 95 percent / K₂CO₃ / methanol / 12 h / 20 °C

5: 95 percent / NaN₃ / 4 Angstroem molecular sieves / acetonitrile / 1.6 h / 20 °C

With aluminum oxide; osmium(VIII) oxide; sodium azide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; 4 A molecular sieve; In methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol; 1: Wittig olefination;
DOI:10.1016/j.tetlet.2004.07.157