4,4'-dibenzyloxy-3'-<(S,S)-N-(tert-butoxycarbonyl)-4-(methoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl>biphenyl-3-carbaldehyde

Base Information

Chemical Name:4,4'-dibenzyloxy-3'-<(S,S)-N-(tert-butoxycarbonyl)-4-(methoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl>biphenyl-3-carbaldehyde
CAS No.:143164-81-2
Molecular Formula:C₃₇H₃₅NO₉
Molecular Weight:637.686
Hs Code.:

Synonyms:4,4'-dibenzyloxy-3'-<(S,S)-N-(tert-butoxycarbonyl)-4-(methoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl>biphenyl-3-carbaldehyde

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Chemical Property of 4,4'-dibenzyloxy-3'-<(S,S)-N-(tert-butoxycarbonyl)-4-(methoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl>biphenyl-3-carbaldehyde

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Technology Process of 4,4'-dibenzyloxy-3'-<(S,S)-N-(tert-butoxycarbonyl)-4-(methoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl>biphenyl-3-carbaldehyde

There total 6 articles about 4,4'-dibenzyloxy-3'-<(S,S)-N-(tert-butoxycarbonyl)-4-(methoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl>biphenyl-3-carbaldehyde 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:

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

: 143164-81-2
4,4'-dibenzyloxy-3'-<(S,S)-N-(tert-butoxycarbonyl)-4-(methoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl>biphenyl-3-carbaldehyde

Guidance literature:: Multi-step reaction with 5 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

4: 30percent H₂O₂, HCO₂H / CH₂Cl₂ / 0.5 h / 0 °C

5: 2) 2M Na₂CO₃ / 1) Pd(PPh₃)4 / 1) THF, 1 h, reflux, 2) 24 h, reflux

With 1-ethyl-piperidine; dmap; tin(II) trifluoromethanesulfonate; formic acid; methylmagnesium bromide; dihydrogen peroxide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; dichloromethane;
DOI:10.1055/s-1992-26351

Reference yield:

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

: 143164-81-2
4,4'-dibenzyloxy-3'-<(S,S)-N-(tert-butoxycarbonyl)-4-(methoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl>biphenyl-3-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 30percent H₂O₂, HCO₂H / CH₂Cl₂ / 0.5 h / 0 °C

2: 2) 2M Na₂CO₃ / 1) Pd(PPh₃)4 / 1) THF, 1 h, reflux, 2) 24 h, reflux

With formic acid; dihydrogen peroxide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 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

: 143164-81-2
4,4'-dibenzyloxy-3'-<(S,S)-N-(tert-butoxycarbonyl)-4-(methoxycarbonyl)-2-oxo-1,3-oxazolidin-5-yl>biphenyl-3-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

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

2: 90 percent / DMAP / CH₂Cl₂ / 0.17 h

3: 30percent H₂O₂, HCO₂H / CH₂Cl₂ / 0.5 h / 0 °C

4: 2) 2M Na₂CO₃ / 1) Pd(PPh₃)4 / 1) THF, 1 h, reflux, 2) 24 h, reflux

With dmap; formic acid; methylmagnesium bromide; dihydrogen peroxide; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; dichloromethane;
DOI:10.1055/s-1992-26351