(R)-5-(2-benzyloxy-5-bromo)phenyl-3-tert-butoxycarbonyl-(S)-4-(methoxycarbonyl)oxazolidin-2-thione

Base Information

Chemical Name:(R)-5-(2-benzyloxy-5-bromo)phenyl-3-tert-butoxycarbonyl-(S)-4-(methoxycarbonyl)oxazolidin-2-thione
CAS No.:146335-34-4
Molecular Formula:C₂₃H₂₄BrNO₆S
Molecular Weight:522.417
Hs Code.:

Synonyms:(R)-5-(2-benzyloxy-5-bromo)phenyl-3-tert-butoxycarbonyl-(S)-4-(methoxycarbonyl)oxazolidin-2-thione

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Chemical Property of (R)-5-(2-benzyloxy-5-bromo)phenyl-3-tert-butoxycarbonyl-(S)-4-(methoxycarbonyl)oxazolidin-2-thione

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Technology Process of (R)-5-(2-benzyloxy-5-bromo)phenyl-3-tert-butoxycarbonyl-(S)-4-(methoxycarbonyl)oxazolidin-2-thione

There total 4 articles about (R)-5-(2-benzyloxy-5-bromo)phenyl-3-tert-butoxycarbonyl-(S)-4-(methoxycarbonyl)oxazolidin-2-thione 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: 90.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 146335-33-3
(R)-5-(2-benzyloxy-5-bromo)phenyl (S)-4-(methoxycarbonyl)oxazolidin-2-thione

: 146335-34-4
(R)-5-(2-benzyloxy-5-bromo)phenyl-3-tert-butoxycarbonyl-(S)-4-(methoxycarbonyl)oxazolidin-2-thione

Guidance literature:: With dmap; In dichloromethane; for 0.333333h; Ambient temperature;
DOI:10.1039/c39920000951

Reference yield:

: 121124-94-5
2-benzyloxy-5-bromobenzaldehyde

: 146335-34-4
(R)-5-(2-benzyloxy-5-bromo)phenyl-3-tert-butoxycarbonyl-(S)-4-(methoxycarbonyl)oxazolidin-2-thione

Guidance literature:: Multi-step reaction with 3 steps

1: 1) Sn(OTf)2, N-ethylpiperidine / 1) THF, -78 deg C, 90 min, 2) 2 h

2: 90 percent / MeMgBr / diethyl ether; CH₂Cl₂ / 0.05 h / 0 °C

3: 90 percent / DMAP / CH₂Cl₂ / 0.17 h

With 1-ethyl-piperidine; dmap; tin(II) trifluoromethanesulfonate; methylmagnesium bromide; In diethyl ether; dichloromethane;
DOI:10.1055/s-1992-26351

Reference yield:

: (S)-4-benzyl-3-<(R)-5-(2-benzyloxy-5-bromo)phenyl-2-thioxo-(S)-4-oxazolidinylcarbonyl>oxazolidin-2-one

: 146335-34-4
(R)-5-(2-benzyloxy-5-bromo)phenyl-3-tert-butoxycarbonyl-(S)-4-(methoxycarbonyl)oxazolidin-2-thione

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / MeMgBr / diethyl ether; CH₂Cl₂ / 0.05 h / 0 °C

2: 90 percent / DMAP / CH₂Cl₂ / 0.17 h

With dmap; methylmagnesium bromide; In diethyl ether; dichloromethane;
DOI:10.1055/s-1992-26351