<αR,2S,5S,5(1R)>-5-(1-hydroxypropyl)-N-methoxy-N,5-dimethyl-α-(phenylmethoxy)tetrahydro-2-furanacetamide

Base Information

Chemical Name:<αR,2S,5S,5(1R)>-5-(1-hydroxypropyl)-N-methoxy-N,5-dimethyl-α-(phenylmethoxy)tetrahydro-2-furanacetamide
CAS No.:113453-51-3
Molecular Formula:C₁₉H₂₉NO₅
Molecular Weight:351.443
Hs Code.:

Synonyms:<αR,2S,5S,5(1R)>-5-(1-hydroxypropyl)-N-methoxy-N,5-dimethyl-α-(phenylmethoxy)tetrahydro-2-furanacetamide

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Chemical Property of <αR,2S,5S,5(1R)>-5-(1-hydroxypropyl)-N-methoxy-N,5-dimethyl-α-(phenylmethoxy)tetrahydro-2-furanacetamide

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Technology Process of <αR,2S,5S,5(1R)>-5-(1-hydroxypropyl)-N-methoxy-N,5-dimethyl-α-(phenylmethoxy)tetrahydro-2-furanacetamide

There total 4 articles about <αR,2S,5S,5(1R)>-5-(1-hydroxypropyl)-N-methoxy-N,5-dimethyl-α-(phenylmethoxy)tetrahydro-2-furanacetamide 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:

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 113453-50-2
<3(2R,2(2S,5S,5(1R))),4R,5R>-3-<2-<5-(1-hydroxypropyl)-5-methyltetrahydro-2-furanyl>-1-oxo-2-(phenylmethoxy)ethyl>-4-methyl-5-phenyl-2-oxazolidinone

: 77943-39-6
4-methyl-5-phenyloxazolidin-2-one

: 113453-51-3
<αR,2S,5S,5(1R)>-5-(1-hydroxypropyl)-N-methoxy-N,5-dimethyl-α-(phenylmethoxy)tetrahydro-2-furanacetamide

Guidance literature:: With trimethylaluminum; Yield given. Multistep reaction; 1) CH₂Cl₂, toluene, RT, 15 min; 2) CH₂Cl₂, -10 - 0 deg C, 1 h, 0 deg C, 2 h, RT, 0.5 h;
DOI:10.1021/ja00216a026

Reference yield:

: 39877-41-3,25525-25-1
(E)-4-methyl-4-heptenal

: 113453-51-3
<αR,2S,5S,5(1R)>-5-(1-hydroxypropyl)-N-methoxy-N,5-dimethyl-α-(phenylmethoxy)tetrahydro-2-furanacetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1) Et₃N, n-Bu₂BOTf 2) 30percent aq. H₂O₂ / 1) CH₂Cl₂, -78 deg C, 1 h, 0 deg C, 45 min; 2) MeOH, -78 deg C, 1 h, -78 - -45 deg C, 1 h

2: 89 percent / VO(acac)2, TBHP / CH₂Cl₂; benzene / 0 deg C, 3 h; RT, 1 h

3: 1) AlMe₃ / 1) CH₂Cl₂, toluene, RT, 15 min; 2) CH₂Cl₂, -10 - 0 deg C, 1 h, 0 deg C, 2 h, RT, 0.5 h

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; trimethylaluminum; triethylamine; In dichloromethane; benzene;
DOI:10.1021/ja00216a026

Reference yield:

: 104410-43-7
(4R,5S)-3-(2-(benzyloxy) acetyl)-4-methyl-5-phenyloxazolidin-2-one

: 113453-51-3
<αR,2S,5S,5(1R)>-5-(1-hydroxypropyl)-N-methoxy-N,5-dimethyl-α-(phenylmethoxy)tetrahydro-2-furanacetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1) Et₃N, n-Bu₂BOTf 2) 30percent aq. H₂O₂ / 1) CH₂Cl₂, -78 deg C, 1 h, 0 deg C, 45 min; 2) MeOH, -78 deg C, 1 h, -78 - -45 deg C, 1 h

2: 89 percent / VO(acac)2, TBHP / CH₂Cl₂; benzene / 0 deg C, 3 h; RT, 1 h

3: 1) AlMe₃ / 1) CH₂Cl₂, toluene, RT, 15 min; 2) CH₂Cl₂, -10 - 0 deg C, 1 h, 0 deg C, 2 h, RT, 0.5 h

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; trimethylaluminum; triethylamine; In dichloromethane; benzene;
DOI:10.1021/ja00216a026