benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate

Base Information

Chemical Name:benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate
CAS No.:1341209-29-7
Molecular Formula:C₁₈H₁₇BrFNO₅
Molecular Weight:426.239
Hs Code.:

Synonyms:benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate

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Chemical Property of benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate

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Technology Process of benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate

There total 5 articles about benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate 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: 84.0%

: 1341209-28-6
benzyl (Z)-(4-bromo-5-fluoro-2-((4-hydroxybut-2-en-1-yl)oxy)phenyl)carbamate

: 1341209-29-7
benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate

Guidance literature:: With tert.-butylhydroperoxide; titanium acetate; diethyl (2R,3R)-tartrate; In dichloromethane; toluene; at -40 ℃; for 20h; Molecular sieve;
DOI:10.1021/jm200614t

Reference yield:

: 1341209-27-5
(Z)-4-(5-bromo-4-fluoro-2-nitrophenoxy)but-2-en-1-ol

: 1341209-29-7
benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: ammonium chloride; zinc / methanol / 24 h / 20 °C

2: sodium hydrogencarbonate / water; acetone / 0 - 20 °C

3: tert.-butylhydroperoxide; titanium acetate; diethyl (2R,3R)-tartrate / dichloromethane; toluene / 20 h / -40 °C / Molecular sieve

With tert.-butylhydroperoxide; titanium acetate; diethyl (2R,3R)-tartrate; sodium hydrogencarbonate; ammonium chloride; zinc; In methanol; dichloromethane; water; acetone; toluene; 3: Sharpless epoxidation;
DOI:10.1021/jm200614t

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1341209-29-7
benzyl (4-bromo-5-fluoro-2-{[(2R,3S)-3-(hydroxymethyl)oxiran-2-yl]methoxy}phenyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; acetone / 0 - 20 °C

2: tert.-butylhydroperoxide; titanium acetate; diethyl (2R,3R)-tartrate / dichloromethane; toluene / 20 h / -40 °C / Molecular sieve

With tert.-butylhydroperoxide; titanium acetate; diethyl (2R,3R)-tartrate; sodium hydrogencarbonate; In dichloromethane; water; acetone; toluene; 2: Sharpless epoxidation;
DOI:10.1021/jm200614t