(2R,3R,4S)-3-(N-benzyl-N-methyl)amino-4-hydroxy-2-methyl-6-oxotetrahydropyran

Base Information

Chemical Name:(2R,3R,4S)-3-(N-benzyl-N-methyl)amino-4-hydroxy-2-methyl-6-oxotetrahydropyran
CAS No.:1287247-53-3
Molecular Formula:C₁₄H₁₉NO₃
Molecular Weight:249.31
Hs Code.:

Synonyms:(2R,3R,4S)-3-(N-benzyl-N-methyl)amino-4-hydroxy-2-methyl-6-oxotetrahydropyran

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Chemical Property of (2R,3R,4S)-3-(N-benzyl-N-methyl)amino-4-hydroxy-2-methyl-6-oxotetrahydropyran

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Technology Process of (2R,3R,4S)-3-(N-benzyl-N-methyl)amino-4-hydroxy-2-methyl-6-oxotetrahydropyran

There total 5 articles about (2R,3R,4S)-3-(N-benzyl-N-methyl)amino-4-hydroxy-2-methyl-6-oxotetrahydropyran 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: 53.0%

: 1287247-52-2
methyl [(4S,5R,6R)-5-(N-benzyl-N-methyl)amino-6-methyl-2-phenyl-[1,3]dioxan-4-yl]-acetate

: 1287247-53-3
(2R,3R,4S)-3-(N-benzyl-N-methyl)amino-4-hydroxy-2-methyl-6-oxotetrahydropyran

Guidance literature:: With hydrogenchloride; water; In tetrahydrofuran; at 70 ℃; for 2h;
DOI:10.1016/j.molcatb.2010.12.005

Reference yield:

: (+/-)-methyl (4α,5β)-4-N-benzylmethylamino-5-hydroxy-2(E)-hexanoate

: 1287247-53-3
(2R,3R,4S)-3-(N-benzyl-N-methyl)amino-4-hydroxy-2-methyl-6-oxotetrahydropyran

Guidance literature:: Multi-step reaction with 4 steps

1: Candida antarctica lipase B / di-isopropyl ether / 72 h / 20 °C / Resolution of racemate; Enzymatic reaction

2: Candida antarctica lipase B / methanol; di-isopropyl ether / 72 h / 20 °C

3: potassium tert-butylate / tetrahydrofuran / 0.25 h / 0 °C

4: hydrogenchloride; water / tetrahydrofuran / 2 h / 70 °C

With hydrogenchloride; Candida antarctica lipase B; potassium tert-butylate; water; In tetrahydrofuran; methanol; di-isopropyl ether;
DOI:10.1016/j.molcatb.2010.12.005

Reference yield:

: 1287247-51-1
methyl (2E,4S,5R)-4-(N-benzyl-N-methyl)amino-5-hexanoyloxyhex-2-enoate

: 1287247-53-3
(2R,3R,4S)-3-(N-benzyl-N-methyl)amino-4-hydroxy-2-methyl-6-oxotetrahydropyran

Guidance literature:: Multi-step reaction with 3 steps

1: Candida antarctica lipase B / methanol; di-isopropyl ether / 72 h / 20 °C

2: potassium tert-butylate / tetrahydrofuran / 0.25 h / 0 °C

3: hydrogenchloride; water / tetrahydrofuran / 2 h / 70 °C

With hydrogenchloride; Candida antarctica lipase B; potassium tert-butylate; water; In tetrahydrofuran; methanol; di-isopropyl ether;
DOI:10.1016/j.molcatb.2010.12.005