Carbamic acid, [[5-[4-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl] -1,3,4-thiadiazol-2-yl]methyl]-, 9H-fluoren-9-ylmethyl ester

Base Information

Chemical Name:Carbamic acid, [[5-[4-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl] -1,3,4-thiadiazol-2-yl]methyl]-, 9H-fluoren-9-ylmethyl ester
CAS No.:220010-62-8
Molecular Formula:C₃₀H₂₆FN₅O₅S
Molecular Weight:587.631
Hs Code.:
Mol file:220010-62-8.mol

Carbamic acid,
[[5-[4-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl]
-1,3,4-thiadiazol-2-yl]methyl]-, 9H-fluoren-9-ylmethyl ester

Synonyms:

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Chemical Property of Carbamic acid, [[5-[4-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl] -1,3,4-thiadiazol-2-yl]methyl]-, 9H-fluoren-9-ylmethyl ester

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Technology Process of Carbamic acid, [[5-[4-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl] -1,3,4-thiadiazol-2-yl]methyl]-, 9H-fluoren-9-ylmethyl ester

There total 5 articles about Carbamic acid, [[5-[4-[(5S)-5-[(acetylamino)methyl]-2-oxo-3-oxazolidinyl]-2-fluorophenyl] -1,3,4-thiadiazol-2-yl]methyl]-, 9H-fluoren-9-ylmethyl 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:

: 181997-31-9
N-{[(5S)-3-(4-amino-3-fluorophenyl)-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

: 220010-62-8
(5-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-[1,3,4]thiadiazol-2-ylmethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. NaNO₂; aq. HCl / 1.5 h / 0 °C

1.2: 72 percent / CuCN / ethyl acetate; H₂O / 0.75 h / 0 °C

2.1: 80 percent / H₂S; triethylamine / dimethylformamide / 100 °C

3.1: tetrahydrofuran; CH₂Cl₂ / 0.5 h / 20 °C

4.1: H₂S; pyridine / tetrahydrofuran; CH₂Cl₂

5.1: 2.51 g / hydrazine monohydrate / tetrahydrofuran; CH₂Cl₂ / 1 h / 20 °C

6.1: tetrahydrofuran / Heating

With pyridine; hydrogenchloride; hydrogen sulfide; hydrazine hydrate; triethylamine; sodium nitrite; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2003.07.018

Reference yield:

: 220010-60-6
4-[(S)-5-(Acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-dithiobenzoic acid methyl ester

: 220010-62-8
(5-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-[1,3,4]thiadiazol-2-ylmethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2.51 g / hydrazine monohydrate / tetrahydrofuran; CH₂Cl₂ / 1 h / 20 °C

2: tetrahydrofuran / Heating

With hydrazine hydrate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2003.07.018

Reference yield:

: 220010-59-3
N-[3-(3-fluoro-4-thiocarbamoyl-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-acetamide

: 220010-62-8
(5-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-[1,3,4]thiadiazol-2-ylmethyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran; CH₂Cl₂ / 0.5 h / 20 °C

2: H₂S; pyridine / tetrahydrofuran; CH₂Cl₂

3: 2.51 g / hydrazine monohydrate / tetrahydrofuran; CH₂Cl₂ / 1 h / 20 °C

4: tetrahydrofuran / Heating

With pyridine; hydrogen sulfide; hydrazine hydrate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmcl.2003.07.018