4-[(2R,3S)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine

Base Information

Chemical Name:4-[(2R,3S)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine
CAS No.:695177-09-4
Molecular Formula:C₁₉H₂₅NO₅
Molecular Weight:347.411
Hs Code.:

Synonyms:4-[(2R,3S)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine

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Chemical Property of 4-[(2R,3S)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine

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Technology Process of 4-[(2R,3S)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine

There total 4 articles about 4-[(2R,3S)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine 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: 90.0%

: 695177-08-3
4-[(E)-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxo-2-butenyl]morpholine

: 695177-09-4
4-[(2R,3S)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine

Guidance literature:: With 4 A molecular sieve; triphenylarsineoxide; samarium(III) isopropoxide; tert.-butylhydroperoxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; In tetrahydrofuran; decane; at 20 ℃; for 8h;
DOI:10.1002/chem.200305709

Reference yield:

: 71172-20-8
diethyl (2-morpholin-4-yl-2-oxoethyl)phosphonate

: 695177-09-4
4-[(2R,3S)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine

Guidance literature:: Multi-step reaction with 2 steps

1: 230 mg / LiCl; i-Pr₂NEt / acetonitrile / 20 °C

2: 90 percent / Sm(OiPr)3; 4 Angstroem molecular sieves; AsPh₃O / (S)-BINOL; tert-butyl hydroperoxide / tetrahydrofuran; decane / 8 h / 20 °C

With 4 A molecular sieve; triphenylarsineoxide; samarium(III) isopropoxide; N-ethyl-N,N-diisopropylamine; lithium chloride; tert.-butylhydroperoxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; In tetrahydrofuran; decane; acetonitrile;
DOI:10.1002/chem.200305709

Reference yield:

: 188924-70-1
((2S,4S,6S)-6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde

: 695177-09-4
4-[(2R,3S)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine

Guidance literature:: Multi-step reaction with 2 steps

1: 230 mg / LiCl; i-Pr₂NEt / acetonitrile / 20 °C

2: 90 percent / Sm(OiPr)3; 4 Angstroem molecular sieves; AsPh₃O / (S)-BINOL; tert-butyl hydroperoxide / tetrahydrofuran; decane / 8 h / 20 °C

With 4 A molecular sieve; triphenylarsineoxide; samarium(III) isopropoxide; N-ethyl-N,N-diisopropylamine; lithium chloride; tert.-butylhydroperoxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; In tetrahydrofuran; decane; acetonitrile;
DOI:10.1002/chem.200305709