(4S)-4-benzyl-3-[(4S,5R)-1-[5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-thioxooxazolidin-4-yl]methanoyl]oxazolidin-2-one

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Chemical Name:(4S)-4-benzyl-3-[(4S,5R)-1-[5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-thioxooxazolidin-4-yl]methanoyl]oxazolidin-2-one
CAS No.:357617-15-3
Molecular Formula:C₃₄H₂₉FN₂O₆S
Molecular Weight:612.678
Hs Code.:

Synonyms:(4S)-4-benzyl-3-[(4S,5R)-1-[5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-thioxooxazolidin-4-yl]methanoyl]oxazolidin-2-one

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Chemical Property of (4S)-4-benzyl-3-[(4S,5R)-1-[5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-thioxooxazolidin-4-yl]methanoyl]oxazolidin-2-one

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Technology Process of (4S)-4-benzyl-3-[(4S,5R)-1-[5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-thioxooxazolidin-4-yl]methanoyl]oxazolidin-2-one

There total 1 articles about (4S)-4-benzyl-3-[(4S,5R)-1-[5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-thioxooxazolidin-4-yl]methanoyl]oxazolidin-2-one 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: 81.0%

: 71924-67-9
4,5-bis(benzyloxy)-2-fluorobenzaldehyde

: 104324-18-7
(4S)-3-(isothiocyanoacetyl)-4-(phenylmethyl)-2-oxazolidinone

: 357617-15-3
(4S)-4-benzyl-3-[(4S,5R)-1-[5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-thioxooxazolidin-4-yl]methanoyl]oxazolidin-2-one

Guidance literature:: With tin(II) trifluoromethanesulfonate; lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.5h;
DOI:10.1021/jo010327y

Reference yield: 93.0%

: methoxymagnesium bromide

: 357617-15-3
(4S)-4-benzyl-3-[(4S,5R)-1-[5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-thioxooxazolidin-4-yl]methanoyl]oxazolidin-2-one

: 357617-17-5
(4S,5R)-5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-thioxooxazolidine-4-carboxylic acid methyl ester

Guidance literature:: In tetrahydrofuran; methanol; at 0 ℃; for 0.583333h;
DOI:10.1021/jo010327y

Reference yield:

: 357617-15-3
(4S)-4-benzyl-3-[(4S,5R)-1-[5-[4,5-bis(benzyloxy)-2-fluorophenyl]-2-thioxooxazolidin-4-yl]methanoyl]oxazolidin-2-one

: (2S,3R)-3-(4,5-dihydroxy-2-fluorophenyl)serine

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / tetrahydrofuran; methanol / 0.58 h / 0 °C

2: 95 percent / DMAP / CH₂Cl₂ / 1 h / 20 °C

3: 87 percent / Hg(OAc)2 / CH₂Cl₂ / 0 - 20 °C

4: 76 percent / Cs₂CO₃ / methanol / 3.5 h / 20 °C

5: 92 percent / HCl / ethyl acetate / 5 h / 20 °C

6: 94 percent / NaOH / methanol; H₂O / 24 h / 20 °C

7: 80 percent / H₂; HCl / Pd-C / methanol; H₂O / 2 h / 20 °C

With hydrogenchloride; dmap; sodium hydroxide; mercury(II) diacetate; hydrogen; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo010327y