(S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-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-((tert-butyldimethylsilyl)oxy)-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one
CAS No.:1609652-06-3
Molecular Formula:C₄₈H₇₁NO₉Si
Molecular Weight:834.179
Hs Code.:

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

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

There total 17 articles about (S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-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: 92.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 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

: 1609652-06-3
(S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 2h;
DOI:10.1039/c4ob00323c

Reference yield:

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

: 1609652-06-3
(S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 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 / 0.08 h / 0 °C

4.2: 0.5 h

4.3: 1 h / -78 - 0 °C

5.1: 2,6-dimethylpyridine / dichloromethane / 2 h / -78 °C

With 2,6-dimethylpyridine; pyridinium p-toluenesulfonate; titanium tetrachloride; diisobutylaluminium hydride; Dess-Martin periodane; In dichloromethane; toluene; 4.2: |Evans Aldol Reaction;
DOI:10.1039/c4ob00323c

Reference yield:

: 1609652-02-9
(3R,6S,7R)-3-(benzyloxy)-7-((4-methoxybenzyl)oxy)-6-(methoxymethoxy)dodecan-1-ol

: 1609652-06-3
(S)-4-benzyl-3-((2S,3R,5R,8S,9R)-5-(benzyloxy)-3-((tert-butyldimethylsilyl)oxy)-9-((4-methoxybenzyl)oxy)-8-(methoxymethoxy)-2-methyltetradecanoyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: titanium tetrachloride / dichloromethane / 0.08 h / 0 °C

2.2: 0.5 h

2.3: 1 h / -78 - 0 °C

3.1: 2,6-dimethylpyridine / dichloromethane / 2 h / -78 °C

With 2,6-dimethylpyridine; titanium tetrachloride; Dess-Martin periodane; In dichloromethane; 2.2: |Evans Aldol Reaction;
DOI:10.1039/c4ob00323c