methyl-[2-(2S,3R,4R)-2-(tert-butyldimethylsilyloxy)-[4-(4-methoxybenzyloxy)-3-methylhexyl]]oxazol-4-carboxylate

Base Information

Chemical Name:methyl-[2-(2S,3R,4R)-2-(tert-butyldimethylsilyloxy)-[4-(4-methoxybenzyloxy)-3-methylhexyl]]oxazol-4-carboxylate
CAS No.:1404078-80-3
Molecular Formula:C₂₅H₃₉NO₅Si
Molecular Weight:461.674
Hs Code.:

Synonyms:methyl-[2-(2S,3R,4R)-2-(tert-butyldimethylsilyloxy)-[4-(4-methoxybenzyloxy)-3-methylhexyl]]oxazol-4-carboxylate

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Chemical Property of methyl-[2-(2S,3R,4R)-2-(tert-butyldimethylsilyloxy)-[4-(4-methoxybenzyloxy)-3-methylhexyl]]oxazol-4-carboxylate

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Technology Process of methyl-[2-(2S,3R,4R)-2-(tert-butyldimethylsilyloxy)-[4-(4-methoxybenzyloxy)-3-methylhexyl]]oxazol-4-carboxylate

There total 10 articles about methyl-[2-(2S,3R,4R)-2-(tert-butyldimethylsilyloxy)-[4-(4-methoxybenzyloxy)-3-methylhexyl]]oxazol-4-carboxylate 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: 94.0%

: 1404078-79-0
methyl [2-(2S,3R,4R)-2-(tert-butyldimethylsilyloxy)-[4-(4-methoxybenzyloxy)-3-methylhexyl]]oxazol-4-carboxylate

: 1404078-80-3
methyl-[2-(2S,3R,4R)-2-(tert-butyldimethylsilyloxy)-[4-(4-methoxybenzyloxy)-3-methylhexyl]]oxazol-4-carboxylate

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 0.75h;
DOI:10.1039/c2ob26256h

Reference yield:

: 627511-81-3
(2S,3R)-3-(4-methoxybenzyloxy)-2-methylpentanal

: 1404078-80-3
methyl-[2-(2S,3R,4R)-2-(tert-butyldimethylsilyloxy)-[4-(4-methoxybenzyloxy)-3-methylhexyl]]oxazol-4-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: titanium tetrachloride / dichloromethane / 0.33 h / -50 °C

1.2: 2 h / -40 °C

1.3: 2 h / -78 °C

2.1: 2,6-dimethylpyridine / dichloromethane / 3 h / -78 - 20 °C

3.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 3 h / 0 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol / dichloromethane / 2 h / 20 °C

4.2: 72 h / 20 °C

5.1: diethylamino-sulfur trifluoride / dichloromethane / 2 h / -78 °C

6.1: copper(ll) bromide; hexamethylenetetramine; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C

7.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.75 h / -78 °C

With 2,6-dimethylpyridine; diethylamino-sulfur trifluoride; hexamethylenetetramine; dihydrogen peroxide; titanium tetrachloride; diisobutylaluminium hydride; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; copper(ll) bromide; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1039/c2ob26256h

Reference yield:

: (3S,4R,5R)-3-(tert-butyldimethylsilyloxy)-1-[(R)-4-isopropyl-2-thioxothiazolidin-3-yl]-5-(4-methoxybenzyloxy)-4-methylheptan-1-one

: 1404078-80-3
methyl-[2-(2S,3R,4R)-2-(tert-butyldimethylsilyloxy)-[4-(4-methoxybenzyloxy)-3-methylhexyl]]oxazol-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dihydrogen peroxide; lithium hydroxide / tetrahydrofuran; water / 3 h / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; benzotriazol-1-ol / dichloromethane / 2 h / 20 °C

2.2: 72 h / 20 °C

3.1: diethylamino-sulfur trifluoride / dichloromethane / 2 h / -78 °C

4.1: copper(ll) bromide; hexamethylenetetramine; 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 20 °C

5.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.75 h / -78 °C

With diethylamino-sulfur trifluoride; hexamethylenetetramine; dihydrogen peroxide; diisobutylaluminium hydride; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; copper(ll) bromide; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1039/c2ob26256h