(4S)-4-benzyl-3-[(2S,3S)-2-(2-benzyloxy-5-bromo-3-methoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)-3-hydroxypropionyl]-2-oxazolidinone

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Chemical Name:(4S)-4-benzyl-3-[(2S,3S)-2-(2-benzyloxy-5-bromo-3-methoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)-3-hydroxypropionyl]-2-oxazolidinone
CAS No.:352019-96-6
Molecular Formula:C₄₁H₃₈BrNO₈
Molecular Weight:752.659
Hs Code.:

Synonyms:(4S)-4-benzyl-3-[(2S,3S)-2-(2-benzyloxy-5-bromo-3-methoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)-3-hydroxypropionyl]-2-oxazolidinone

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Chemical Property of (4S)-4-benzyl-3-[(2S,3S)-2-(2-benzyloxy-5-bromo-3-methoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)-3-hydroxypropionyl]-2-oxazolidinone

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Technology Process of (4S)-4-benzyl-3-[(2S,3S)-2-(2-benzyloxy-5-bromo-3-methoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)-3-hydroxypropionyl]-2-oxazolidinone

There total 7 articles about (4S)-4-benzyl-3-[(2S,3S)-2-(2-benzyloxy-5-bromo-3-methoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)-3-hydroxypropionyl]-2-oxazolidinone 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: 86.0%

: 2426-87-1
3-methoxy-4-(phenylmethoxy)benzaldehyde

: 352019-95-5
(4S)-4-benzyl-3-[2-(2-benzyloxy-5-bromo-3-methoxyphenyl)acetyl]-2-oxazolidinone

: 352019-96-6
(4S)-4-benzyl-3-[(2S,3S)-2-(2-benzyloxy-5-bromo-3-methoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)-3-hydroxypropionyl]-2-oxazolidinone

Guidance literature:: (4S)-4-benzyl-3-[2-(2-benzyloxy-5-bromo-3-methoxyphenyl)acetyl]-2-oxazolidinone; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - -15 ℃; for 4h;

3-methoxy-4-(phenylmethoxy)benzaldehyde; In dichloromethane; at -78 - -10 ℃; for 1.83333h;

With dihydrogen peroxide; In methanol; at 20 ℃; for 1h;
DOI:10.1271/bbb.65.1134

Reference yield:

: 90-05-1
2-methoxy-phenol

: 352019-96-6
(4S)-4-benzyl-3-[(2S,3S)-2-(2-benzyloxy-5-bromo-3-methoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)-3-hydroxypropionyl]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 8 steps

1.1: 86 percent / Br₂ / CH₂Cl₂ / -78 - 20 °C

2.1: K₂CO₃ / acetonitrile / 12 h / Heating

2.2: 94 percent / 6 h / 190 °C

3.1: 81 percent / K₂CO₃ / acetonitrile / 12 h / 20 °C

4.1: aq. OsO₄; NaIO₄ / acetone / 5 h

5.1: 17.0 g / NaClO₂; aq. H₂O₂; NaH₂PO₄ / acetonitrile / 1 h / 10 °C

6.1: (COCl)2 / CH₂Cl₂ / 0 °C

7.1: 95 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

8.1: Bu₂BOTf; diisopropylethylamine / CH₂Cl₂ / 4 h / -78 - -15 °C

8.2: CH₂Cl₂ / 1.83 h / -78 - -10 °C

8.3: 86 percent / H₂O₂ / methanol / 1 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; bromine; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; acetone; acetonitrile; 2.2: Claisen rearrangement / 8.1: Evans' aldol condensation;
DOI:10.1271/bbb.65.1134

Reference yield:

: 352019-92-2
2-allyl-4-bromo-6-methoxyphenol

: 352019-96-6
(4S)-4-benzyl-3-[(2S,3S)-2-(2-benzyloxy-5-bromo-3-methoxyphenyl)-3-(4-benzyloxy-3-methoxyphenyl)-3-hydroxypropionyl]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 6 steps

1.1: 81 percent / K₂CO₃ / acetonitrile / 12 h / 20 °C

2.1: aq. OsO₄; NaIO₄ / acetone / 5 h

3.1: 17.0 g / NaClO₂; aq. H₂O₂; NaH₂PO₄ / acetonitrile / 1 h / 10 °C

4.1: (COCl)2 / CH₂Cl₂ / 0 °C

5.1: 95 percent / n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

6.1: Bu₂BOTf; diisopropylethylamine / CH₂Cl₂ / 4 h / -78 - -15 °C

6.2: CH₂Cl₂ / 1.83 h / -78 - -10 °C

6.3: 86 percent / H₂O₂ / methanol / 1 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; n-butyllithium; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; acetone; acetonitrile; 6.1: Evans' aldol condensation;
DOI:10.1271/bbb.65.1134