(S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-hydroxy-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one

Base Information

Chemical Name:(S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-hydroxy-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one
CAS No.:1609652-04-1
Molecular Formula:C₄₂H₅₇NO₉
Molecular Weight:719.916
Hs Code.:

Synonyms:(S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-hydroxy-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one

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Chemical Property of (S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-hydroxy-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one

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Technology Process of (S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-hydroxy-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one

There total 32 articles about (S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-hydroxy-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)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: 83.0%

: 1609652-03-0
C₂₉H₄₂O₆

: (S)-1-(4-benzyl-2-oxazolidin-3-yl)propan-1-one

: 1609652-04-1
(S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-hydroxy-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one

Guidance literature:: (S)-1-(4-benzyl-2-oxazolidin-3-yl)propan-1-one; With titanium tetrachloride; In dichloromethane; at 0 ℃; for 0.416667h;

With 1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

C₂₉H₄₂O₆; In dichloromethane; at -78 - 0 ℃; for 3h; Reagent/catalyst; stereoselective reaction;
DOI:10.1039/c4ob00323c

Reference yield: 58.0%

: 1609652-03-0
C₂₉H₄₂O₆

: (S)-1-(4-benzyl-2-oxazolidin-3-yl)propan-1-one

: 1609652-04-1
(S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-hydroxy-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one

: 1609652-05-2
(S)-4-benzyl-3-((2S,3R,8S,9R,E)-3-hydroxy-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradec-4-enoyl)oxazolidin-2-one

Guidance literature:: (S)-1-(4-benzyl-2-oxazolidin-3-yl)propan-1-one; With titanium tetrachloride; In dichloromethane; at 0 ℃; for 0.0833333h;

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.5h;

C₂₉H₄₂O₆; With 1-methyl-pyrrolidin-2-one; In dichloromethane; at -78 - 0 ℃; for 1h; stereoselective reaction;
DOI:10.1039/c4ob00323c

Reference yield:

: 1609652-00-7
(3R,6S,7R)-7-((4-methoxybenzyl)oxy)-6-(methoxymethoxy)dodecane-1,3-diol

: 1609652-04-1
(S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-hydroxy-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridinium p-toluenesulfonate / dichloromethane / 0 °C

2.1: diisobutylaluminium hydride / dichloromethane; toluene / 2 h / -20 °C

3.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C

4.1: titanium tetrachloride / dichloromethane / 0.42 h / 0 °C

4.2: 1 h / 0 °C

4.3: 3 h / -78 - 0 °C

With pyridinium p-toluenesulfonate; titanium tetrachloride; diisobutylaluminium hydride; Dess-Martin periodane; In dichloromethane; toluene; 4.2: |Evans Aldol Reaction;
DOI:10.1039/c4ob00323c