pent-4-enyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

Base Information

Chemical Name:pent-4-enyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside
CAS No.:403832-86-0
Molecular Formula:C₄₅H₄₇Cl₄NO₁₅
Molecular Weight:983.678
Hs Code.:

Synonyms:pent-4-enyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

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Chemical Property of pent-4-enyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

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Technology Process of pent-4-enyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

There total 4 articles about pent-4-enyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-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: 87.0%

: 290330-34-6
2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl bromide

: 263758-95-8
pent-4-enyl 6-O-benzyl-2-tetrachlorophthalimido-2-deoxy-β-D-glucopyranoside

: 403832-86-0
pent-4-enyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

Guidance literature:: With 3 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -60 ℃; for 1h;
DOI:10.1081/CAR-100108275

Reference yield:

: 100-39-0
benzyl bromide

: 403832-86-0
pent-4-enyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: (Bu₃Sn)2O / methanol / 2 h / 75 °C

1.2: 69 percent / tetrabutylammonium bromide / 20 h / 90 °C

2.1: 87 percent / AgOTf; molecular sieves 3 Angstroem / CH₂Cl₂ / 1 h / -60 °C

With 3 A molecular sieve; silver trifluoromethanesulfonate; bis(tri-n-butyltin)oxide; In methanol; dichloromethane;
DOI:10.1081/CAR-100108275

Reference yield:

: 107855-14-1
ethyl 2,3,4-tri-O-acetyl-6-O-benzyl-1-thio-β-D-galactopyranoside

: 403832-86-0
pent-4-enyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: Br₂ / CH₂Cl₂ / 0.5 h / 20 °C

2: 87 percent / AgOTf; molecular sieves 3 Angstroem / CH₂Cl₂ / 1 h / -60 °C

With 3 A molecular sieve; bromine; silver trifluoromethanesulfonate; In dichloromethane;
DOI:10.1081/CAR-100108275