5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

Base Information

Chemical Name:5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one
CAS No.:952150-17-3
Molecular Formula:C₂₇H₃₃FN₄O₇
Molecular Weight:544.58
Hs Code.:

Synonyms:5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

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Chemical Property of 5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

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Technology Process of 5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

There total 10 articles about 5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)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: 93.0%

: 1443005-33-1
5-(4-benzyloxycarbonylamino-2-fluorophenyl)[1,2,5]triazepane-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester

: 60456-26-0
(R)-glycidyl butyrate

: 952150-17-3
5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

Guidance literature:: 5-(4-benzyloxycarbonylamino-2-fluorophenyl)[1,2,5]triazepane-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

(R)-glycidyl butyrate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 23.1667h; Inert atmosphere;
DOI:10.1016/j.ejmech.2013.03.003

Reference yield: 88.0%

: 952150-16-2
C₂₈H₃₇FN₄O₆

: 60456-26-0
(R)-glycidyl butyrate

: 952150-17-3
5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

Guidance literature:: C₂₈H₃₇FN₄O₆; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h;

(R)-glycidyl butyrate; In tetrahydrofuran; hexane; at 20 ℃; for 0.333333h;

With potassium carbonate; In methanol; at 20 ℃; for 6h;

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 952150-17-3
5(R)-(hydroxymethyl)-3-(3-fluoro-4-(1-(benzyloxycarbonyl)-2-(tert-butoxycarbonyl)[1,2,5]triazepan-5-yl)phenyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / Reflux

2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / 760.05 Torr

3.1: sodium carbonate / methanol / 0.5 h

4.1: n-butyllithium / hexane; tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

4.2: 23.17 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; palladium 10% on activated carbon; hydrogen; sodium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; hexane; acetonitrile;
DOI:10.1016/j.ejmech.2013.03.003