allyl (2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:allyl (2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside
CAS No.:765910-35-8
Molecular Formula:C₄₅H₅₀Cl₃NO₁₅
Molecular Weight:951.249
Hs Code.:

allyl (2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Chemical Property of allyl (2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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Technology Process of allyl (2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

There total 8 articles about allyl (2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside 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:

: Benzoic acid (2R,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-3-acetoxy-6-allyloxy-2-benzyloxymethyl-5-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-4-yloxy]-4-benzyloxy-6-(4-methoxy-benzyloxymethyl)-5-(4-oxo-pentanoyloxy)-tetrahydro-pyran-3-yl ester

: 765910-35-8
allyl (2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: With ammonium cerium(IV) nitrate; In acetonitrile; for 0.5h;
DOI:10.1016/j.tet.2004.06.037

Reference yield:

: 123-76-2
levulinic acid

: 765910-35-8
allyl (2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 115 mg / DMAP; diisopropylcarbodiimide / CH₂Cl₂ / 13 h / 0 - 20 °C

2: MeOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 14 h / -25 - 20 °C

3: 38.1 mg / aq. ceric ammonium nitrate / acetonitrile / 0.5 h

With dmap; ammonium cerium(IV) nitrate; 4 A molecular sieve; methyl trifluoromethanesulfonate; diisopropyl-carbodiimide; In dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2004.06.037

Reference yield:

: 765910-32-5
allyl 4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 765910-35-8
allyl (2-O-benzoyl-3-O-benzyl-4-O-levulinoyl-β-D-glucopyranosyl)-(1->3)-4-O-acetyl-6-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: MeOTf; 4 Angstroem molecular sieves / CH₂Cl₂ / 14 h / -25 - 20 °C

2: 38.1 mg / aq. ceric ammonium nitrate / acetonitrile / 0.5 h

With ammonium cerium(IV) nitrate; 4 A molecular sieve; methyl trifluoromethanesulfonate; In dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2004.06.037