(2R,3S)-2-Benzyloxycarbonylamino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid ethyl ester

Base Information

Chemical Name:(2R,3S)-2-Benzyloxycarbonylamino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid ethyl ester
CAS No.:119588-72-6
Molecular Formula:C₃₀H₃₄N₂O₈S
Molecular Weight:582.675
Hs Code.:

(2R,3S)-2-Benzyloxycarbonylamino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid ethyl ester

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

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

There total 15 articles about (2R,3S)-2-Benzyloxycarbonylamino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-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:

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

: 119588-72-6,119618-54-1
(2S,3S)-2-Benzyloxycarbonylamino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 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

7: 1.) 1N NaOH; 2.) HCl / 1.) r.t., 2 h, dioxane; 2.) 0 degC

8: methanol; diethyl ether

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

Reference yield:

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

: 119588-72-6,119618-54-1
(2R,3S)-2-Benzyloxycarbonylamino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid ethyl ester

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: 1N NaOH / dioxane / 4.5 h / Ambient temperature

6: diethyl ether; methanol

With sodium hydroxide; potassium hypochlorite; amberlyst-15; ammonia; pyridinium p-toluenesulfonate; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; 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

: 119588-72-6,119618-54-1
(2S,3S)-2-Benzyloxycarbonylamino-3-hydroxy-3-[(2S,4S,5R)-4-methyl-5-phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 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

5: 1.) 1N NaOH; 2.) HCl / 1.) r.t., 2 h, dioxane; 2.) 0 degC

6: methanol; diethyl ether

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