(S)-4-Benzyl-3-{(2S,3R,4S)-3-hydroxy-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexanoyl}-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-{(2S,3R,4S)-3-hydroxy-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexanoyl}-oxazolidin-2-one
CAS No.:213402-62-1
Molecular Formula:C₂₉H₃₇NO₇
Molecular Weight:511.615
Hs Code.:

Synonyms:(S)-4-Benzyl-3-{(2S,3R,4S)-3-hydroxy-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexanoyl}-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-{(2S,3R,4S)-3-hydroxy-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexanoyl}-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-{(2S,3R,4S)-3-hydroxy-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexanoyl}-oxazolidin-2-one

There total 8 articles about (S)-4-Benzyl-3-{(2S,3R,4S)-3-hydroxy-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexanoyl}-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:

: 131685-53-5,101711-78-8
(S)-4-benzyl-3-propionyl-2-oxazolidinone

: 213402-55-2
(R)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butyraldehyde

: 213402-62-1
(S)-4-Benzyl-3-{(2S,3R,4S)-3-hydroxy-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexanoyl}-oxazolidin-2-one

Guidance literature:: With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at 0 ℃; for 1h; Yield given;
DOI:10.1016/S0040-4039(98)01233-7

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 213402-62-1
(S)-4-Benzyl-3-{(2S,3R,4S)-3-hydroxy-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexanoyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: 64 percent / 10-camphorsulfonic acid / CH₂Cl₂ / 16 h / 25 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

3.1: 10.4 g / diethyl ether / 3 h / 25 °C

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

5.1: 8.84 g / benzene / 0.5 h / 25 °C

6.1: BMS; cyclohexene / tetrahydrofuran / 1 h / 25 °C

6.2: 89 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O / 2 h / 50 °C

7.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

8.1: 4.92 g / n-Bu₂BOTf; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

With oxalyl dichloride; dimethylsulfide borane complex; di-n-butylboryl trifluoromethanesulfonate; (1S)-10-camphorsulfonic acid; dimethyl sulfoxide; triethylamine; cyclohexene; In tetrahydrofuran; diethyl ether; dichloromethane; benzene; 2.1: Swern oxidation / 3.1: Grignard reaction / 4.1: Swern oxidation / 5.1: Wittig reaction / 7.1: Swern oxidation / 8.1: Evans' aldol reaction;
DOI:10.1021/jo001377q

Reference yield:

: 213402-48-3
(S)-2-[(4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-butan-1-ol

: 213402-62-1
(S)-4-Benzyl-3-{(2S,3R,4S)-3-hydroxy-4-[(4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-hexanoyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.33 h / -78 °C

2: 4.92 g / n-Bu₂BOTf; Et₃N / CH₂Cl₂ / 2 h / -78 - 0 °C

With oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; In dichloromethane; 1: Swern oxidation / 2: Evans' aldol reaction;
DOI:10.1021/jo001377q