4-Morpholinecarboxylic acid, 2,3-dimethoxy-2,3-dimethyl-6-oxo-5-(phenylmethyl)-, phenylmethyl ester, (2S,3R,5R)-

Base Information Edit

Chemical Name:4-Morpholinecarboxylic acid, 2,3-dimethoxy-2,3-dimethyl-6-oxo-5-(phenylmethyl)-, phenylmethyl ester, (2S,3R,5R)-
CAS No.:565234-20-0
Molecular Formula:C23H27NO6
Molecular Weight:413.47
Hs Code.:
Mol file:565234-20-0.mol

Synonyms:

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Chemical Property of 4-Morpholinecarboxylic acid, 2,3-dimethoxy-2,3-dimethyl-6-oxo-5-(phenylmethyl)-, phenylmethyl ester, (2S,3R,5R)- Edit

Chemical Property:

Purity/Quality:

Safty Information:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of 4-Morpholinecarboxylic acid, 2,3-dimethoxy-2,3-dimethyl-6-oxo-5-(phenylmethyl)-, phenylmethyl ester, (2S,3R,5R)-

There total 4 articles about 4-Morpholinecarboxylic acid, 2,3-dimethoxy-2,3-dimethyl-6-oxo-5-(phenylmethyl)-, phenylmethyl ester, (2S,3R,5R)- 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: 74.0%

: 100-39-0
benzyl bromide

: 565234-17-5
benzyl (2S,3R)-2,3-dimethoxy-2,3-dimethyl-6-oxomorpholine-4-carboxylate

: 565234-20-0
benzyl (2S,3R,5R)-5-benzyl-2,3-dimethoxy-2,3-dimethyl-6-oxomorpholine-4-carboxylate

: benzyl (2S,3R,5S)-5-benzyl-2,3-dimethoxy-2,3-dimethyl-6-oxomorpholine-4-carboxylate

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -55 ℃; for 21h;
DOI:10.1016/j.tet.2004.06.063

Reference yield:

: 247050-08-4
(S)-benzyl (3-bromo-2-hydroxypropyl)carbamate

: 565234-20-0
benzyl (2S,3R,5R)-5-benzyl-2,3-dimethoxy-2,3-dimethyl-6-oxomorpholine-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / BF₃*THF / CH₂Cl₂ / 2 h / 30 °C

2: 64 percent / KHMDS / tetrahydrofuran; toluene / -78 - 20 °C

3: 85 percent / aq. NaIO₄; RuCl₃; NaHCO₃ / acetonitrile; CCl₄ / 2 h / 20 °C

4: 74 percent / BuLi; diisopropylamine; HMPA / tetrahydrofuran; hexane / 21 h / -55 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; ruthenium trichloride; sodium periodate; n-butyllithium; boron trifluoride-tetrahydrofuran complex; potassium hexamethylsilazane; sodium hydrogencarbonate; diisopropylamine; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1016/j.tet.2004.06.063

Reference yield:

: 565234-16-4
(2S,3R)-2,3-Dimethoxy-2,3-dimethyl-6-methylene-morpholine-4-carboxylic acid benzyl ester

: 565234-20-0
benzyl (2S,3R,5R)-5-benzyl-2,3-dimethoxy-2,3-dimethyl-6-oxomorpholine-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / aq. NaIO₄; RuCl₃; NaHCO₃ / acetonitrile; CCl₄ / 2 h / 20 °C

2: 74 percent / BuLi; diisopropylamine; HMPA / tetrahydrofuran; hexane / 21 h / -55 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; ruthenium trichloride; sodium periodate; n-butyllithium; sodium hydrogencarbonate; diisopropylamine; In tetrahydrofuran; tetrachloromethane; hexane; acetonitrile;
DOI:10.1016/j.tet.2004.06.063