(1R,2R,3S,4R)-ethyl [3-O-benzyl-5-butylamino-5,6-dideoxy-1,2-Oisopropylidene]-α-D-gluco-heptofuranuronate

Base Information

Chemical Name:(1R,2R,3S,4R)-ethyl [3-O-benzyl-5-butylamino-5,6-dideoxy-1,2-Oisopropylidene]-α-D-gluco-heptofuranuronate
CAS No.:500908-12-3
Molecular Formula:C₂₃H₃₅NO₆
Molecular Weight:421.534
Hs Code.:

Synonyms:(1R,2R,3S,4R)-ethyl [3-O-benzyl-5-butylamino-5,6-dideoxy-1,2-Oisopropylidene]-α-D-gluco-heptofuranuronate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2R,3S,4R)-ethyl [3-O-benzyl-5-butylamino-5,6-dideoxy-1,2-Oisopropylidene]-α-D-gluco-heptofuranuronate

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Technology Process of (1R,2R,3S,4R)-ethyl [3-O-benzyl-5-butylamino-5,6-dideoxy-1,2-Oisopropylidene]-α-D-gluco-heptofuranuronate

There total 1 articles about (1R,2R,3S,4R)-ethyl [3-O-benzyl-5-butylamino-5,6-dideoxy-1,2-Oisopropylidene]-α-D-gluco-heptofuranuronate 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%

: 109-73-9,85404-21-3
N-butylamine

: 404353-42-0
(1R,2R,3S,4R)-ethyl [3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco]heptfuran-5-enuronate

: 500908-12-3
(1R,2R,3S,4R)-ethyl [3-O-benzyl-5-butylamino-5,6-dideoxy-1,2-Oisopropylidene]-α-D-gluco-heptofuranuronate

Guidance literature:: In ethanol; at 25 ℃; diastereoselective reaction;
DOI:10.1080/00397911.2011.587079

Reference yield: 85.0%

: 1195-45-5
para-fluorophenyl isocyanate

: 500908-12-3
(1R,2R,3S,4R)-ethyl [3-O-benzyl-5-butylamino-5,6-dideoxy-1,2-Oisopropylidene]-α-D-gluco-heptofuranuronate

: 623559-55-7
ethyl [(1R,2R,3S,4R,5S)-3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-{N¹-butyl-N³-(4-fluorophenyl)-1-ureidyl}-1,4-heptofuranos-5-yl]uronoate

Guidance literature:: In dichloromethane; at 30 ℃; for 4h;
DOI:10.1016/S0968-0896(03)00214-1

Reference yield:

: 500908-12-3
(1R,2R,3S,4R)-ethyl [3-O-benzyl-5-butylamino-5,6-dideoxy-1,2-Oisopropylidene]-α-D-gluco-heptofuranuronate

: (1'R,2'R,3'S,4'R,6S)-N¹-butyl-N³-(4-fluorophenyl)-5,6-dihydro-(1',2'-O-isopropylidene-3'-O-benzyl-1',2',3',4'-tetrahydrofuranos-4'-yl)pyrimidin-2,4-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / CH₂Cl₂ / 4 h / 30 °C

2: 4 Angstroem molecular sieves; DBU; tetrabutylammonium bromide / toluene / 2.5 h / Heating

With 4 A molecular sieve; tetrabutylammomium bromide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene;
DOI:10.1016/S0968-0896(03)00214-1