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

Base Information

Chemical Name:methyl [(4S,5R,6R)-5-(N-benzyl-N-methyl)amino-6-methyl-2-phenyl-[1,3]dioxan-4-yl]-acetate
CAS No.:1287247-52-2
Molecular Formula:C₂₂H₂₇NO₄
Molecular Weight:369.461
Hs Code.:

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

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Chemical Property of methyl [(4S,5R,6R)-5-(N-benzyl-N-methyl)amino-6-methyl-2-phenyl-[1,3]dioxan-4-yl]-acetate

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Technology Process of methyl [(4S,5R,6R)-5-(N-benzyl-N-methyl)amino-6-methyl-2-phenyl-[1,3]dioxan-4-yl]-acetate

There total 3 articles about methyl [(4S,5R,6R)-5-(N-benzyl-N-methyl)amino-6-methyl-2-phenyl-[1,3]dioxan-4-yl]-acetate 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: 47.0%

: 100-52-7
benzaldehyde

: methyl (2E,4S,5R)-4-(N-benzyl-N-methyl)amino-5-hydroxyhex-2-enoate

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

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.25h; diastereoselective reaction;
DOI:10.1016/j.molcatb.2010.12.005

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: methyl (2E,4R*,5S*)-4-(N-benzyl-N-methyl)amino-5-acetoxyhex-2-enoate

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

Guidance literature:: Multi-step reaction with 2 steps

1: Burkholderia cepacia Amano PS lipase / 144 h / 35 °C / pH 7.25 / aq. phosphate buffer; Resolution of racemate; Enzymatic reaction

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

With Burkholderia cepacia Amano PS lipase; potassium tert-butylate; In tetrahydrofuran;
DOI:10.1016/j.molcatb.2010.12.005