(2S,3S)-2-Amino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid; hydrochloride

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Chemical Name:(2S,3S)-2-Amino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid; hydrochloride
CAS No.:119718-07-9
Molecular Formula:C₂₀H₂₄N₂O₆S*ClH
Molecular Weight:456.947
Hs Code.:

Synonyms:(2S,3S)-2-Amino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid; hydrochloride

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Chemical Property of (2S,3S)-2-Amino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid; hydrochloride

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Technology Process of (2S,3S)-2-Amino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid; hydrochloride

There total 6 articles about (2S,3S)-2-Amino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid; hydrochloride 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: 80.0%

: 119588-78-2
(2S,4S,5R,4'R,5'S)-4-Methyl-2'-oxo-5-phenyl-3-(toluene-4-sulfonyl)-[2,5']bioxazolidinyl-4'-carboxylic acid methyl ester

: 119718-07-9
(2S,3S)-2-Amino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid; hydrochloride

Guidance literature:: With potassium hydroxide; In methanol; Heating;
DOI:10.1016/0223-5234(96)83977-8

Reference yield:

: 108591-33-9
N-((1R,2S)-1-hydroxy-1-phenylpropan-2-yl)-4-methylbenzene sulfonamide

: 119718-07-9
(2S,3S)-2-Amino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid; hydrochloride

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / pyridinium tosylate / benzene / 0.5 h / Heating

2: Amberlyst-15 / acetone; H₂O / 3 h / Ambient temperature

3: 90 percent / KClO / tetrahydrofuran; H₂O / 1 h 0 degC then 2 h r.t.

4: NH₃ / H₂O / 3 h / 70 °C

5: 1.) KOH / 1.) THF, toluene, 0 degC, 30 min; 2.) ethyl ether, MeOH

6: 1.) KOH; 2.) HCl / 1.) MeOH, reflux, 11 h; 2.) MeOH, 0 degC

With hydrogenchloride; potassium hydroxide; potassium hypochlorite; amberlyst-15; ammonia; pyridinium p-toluenesulfonate; In tetrahydrofuran; water; acetone; benzene;
DOI:10.1016/S0040-4020(01)86061-0

Reference yield:

: 119588-68-0
(E)-3-[(2S,4S,5R)-4-Methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propenal

: 119718-07-9
(2S,3S)-2-Amino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid; hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / KClO / tetrahydrofuran; H₂O / 1 h 0 degC then 2 h r.t.

2: NH₃ / H₂O / 3 h / 70 °C

3: 1.) KOH / 1.) THF, toluene, 0 degC, 30 min; 2.) ethyl ether, MeOH

4: 1.) KOH; 2.) HCl / 1.) MeOH, reflux, 11 h; 2.) MeOH, 0 degC

With hydrogenchloride; potassium hydroxide; potassium hypochlorite; ammonia; In tetrahydrofuran; water;
DOI:10.1016/S0040-4020(01)86061-0