(S)-4-Benzyl-3-((S)-2-{(2S,4S,6R)-4-hydroxy-2-methoxy-6-[(R)-1-(4-methoxy-benzyloxy)-pent-4-enyl]-tetrahydro-pyran-2-yl}-propionyl)-oxazolidin-2-one

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Chemical Name:(S)-4-Benzyl-3-((S)-2-{(2S,4S,6R)-4-hydroxy-2-methoxy-6-[(R)-1-(4-methoxy-benzyloxy)-pent-4-enyl]-tetrahydro-pyran-2-yl}-propionyl)-oxazolidin-2-one
CAS No.:245736-29-2
Molecular Formula:C₃₂H₄₁NO₈
Molecular Weight:567.679
Hs Code.:

Synonyms:(S)-4-Benzyl-3-((S)-2-{(2S,4S,6R)-4-hydroxy-2-methoxy-6-[(R)-1-(4-methoxy-benzyloxy)-pent-4-enyl]-tetrahydro-pyran-2-yl}-propionyl)-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-((S)-2-{(2S,4S,6R)-4-hydroxy-2-methoxy-6-[(R)-1-(4-methoxy-benzyloxy)-pent-4-enyl]-tetrahydro-pyran-2-yl}-propionyl)-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-((S)-2-{(2S,4S,6R)-4-hydroxy-2-methoxy-6-[(R)-1-(4-methoxy-benzyloxy)-pent-4-enyl]-tetrahydro-pyran-2-yl}-propionyl)-oxazolidin-2-one

There total 11 articles about (S)-4-Benzyl-3-((S)-2-{(2S,4S,6R)-4-hydroxy-2-methoxy-6-[(R)-1-(4-methoxy-benzyloxy)-pent-4-enyl]-tetrahydro-pyran-2-yl}-propionyl)-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: 82.0%

: 67-56-1
methanol

: 245736-27-0
(S)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-{(4S,6R)-6-[(R)-1-(4-methoxy-benzyloxy)-pent-4-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-2-methyl-butane-1,3-dione

: 245736-29-2
(S)-4-Benzyl-3-((S)-2-{(2S,4S,6R)-4-hydroxy-2-methoxy-6-[(R)-1-(4-methoxy-benzyloxy)-pent-4-enyl]-tetrahydro-pyran-2-yl}-propionyl)-oxazolidin-2-one

Guidance literature:: With toluene-4-sulfonic acid; In acetonitrile; at -22 ℃;
DOI:10.1021/ja990789h

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 245736-29-2
(S)-4-Benzyl-3-((S)-2-{(2S,4S,6R)-4-hydroxy-2-methoxy-6-[(R)-1-(4-methoxy-benzyloxy)-pent-4-enyl]-tetrahydro-pyran-2-yl}-propionyl)-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 10 steps

1: NaH / dimethylformamide; tetrahydrofuran

2: HCl / methanol; diethyl ether / 0 °C

3: (COCl)2, DMSO, i-Pr₂NEt / -78 - -30 °C

4: 73 percent / TiCl₂(O-i-Pr)2 / CH₂Cl₂ / -78 - 0 °C

5: Et₂BOMe, NaBH₄ / tetrahydrofuran; methanol / -78 °C

6: HCl

7: DIBAL-H / CH₂Cl₂ / -78 °C

8: 1.) Bu₂BOTf, i-Pr₂NEt / 1.) CH₂Cl₂, 0 deg C, 2.) CH₂Cl₂, -78 deg C

9: 100 percent / (COCl)2, DMSO, i-Pr₂NEt / -78 - 0 °C

10: 82 percent / TsOH / acetonitrile / -22 °C

With hydrogenchloride; sodium tetrahydroborate; titanium(IV) dichlorodiisopropylate; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; diethyl methoxy borane; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja990789h

Reference yield:

: (R)-2-(4-Methoxy-benzyloxy)-hex-5-enal

: 245736-29-2
(S)-4-Benzyl-3-((S)-2-{(2S,4S,6R)-4-hydroxy-2-methoxy-6-[(R)-1-(4-methoxy-benzyloxy)-pent-4-enyl]-tetrahydro-pyran-2-yl}-propionyl)-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 73 percent / TiCl₂(O-i-Pr)2 / CH₂Cl₂ / -78 - 0 °C

2: Et₂BOMe, NaBH₄ / tetrahydrofuran; methanol / -78 °C

3: HCl

4: DIBAL-H / CH₂Cl₂ / -78 °C

5: 1.) Bu₂BOTf, i-Pr₂NEt / 1.) CH₂Cl₂, 0 deg C, 2.) CH₂Cl₂, -78 deg C

6: 100 percent / (COCl)2, DMSO, i-Pr₂NEt / -78 - 0 °C

7: 82 percent / TsOH / acetonitrile / -22 °C

With hydrogenchloride; sodium tetrahydroborate; titanium(IV) dichlorodiisopropylate; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; diethyl methoxy borane; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja990789h