methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate

Base Information

Chemical Name:methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate
CAS No.:118282-20-5
Molecular Formula:C₂₉H₃₄O₉
Molecular Weight:526.584
Hs Code.:

Synonyms:methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate

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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 methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate

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Technology Process of methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate

There total 7 articles about methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate 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: 82.0%

: 128564-05-6
methyl (allyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate

: 118282-20-5
methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate

: methyl (propyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; In ethanol; water; toluene; for 7.5h; Heating;
DOI:10.1002/hlca.19890720613

Reference yield:

: 40608-06-8
levulinic anhydride

: 118282-20-5
methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: 4-(dimethylamino)pyridine / pyridine / 2 h / 0 °C

2: 95.75 g / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.75 h / 5 - 10 °C

3: diazabicyclooctane / (PPh)3RhCl / ethanol; toluene; H₂O / 7.5 h / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; triethylamine; Wilkinson's catalyst; In pyridine; ethanol; dichloromethane; water; toluene;
DOI:10.1002/hlca.19890720613

Reference yield:

: 87326-32-7
allyl 2,3-di-O-benzyl-α-D-glucopyranoside

: 118282-20-5
methyl (prop-1-enyl 2,3-di-O-benzyl-4-O-levulinoyl-α-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 4 steps

1: 2.) 4-(dimethylamino)pyridine / 1.) pyridine, 80 deg C, 3.5 h; 2.) pyridine, r.t., 19 h

2: CrO₃, H₂SO₄ / H₂O; acetone / 33 h / Ambient temperature

3: 95.75 g / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.75 h / 5 - 10 °C

4: diazabicyclooctane / (PPh)3RhCl / ethanol; toluene; H₂O / 7.5 h / Heating

With 1,4-diaza-bicyclo[2.2.2]octane; chromium(VI) oxide; dmap; sulfuric acid; triethylamine; Wilkinson's catalyst; In ethanol; dichloromethane; water; acetone; toluene;
DOI:10.1002/hlca.19890720613