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

Base Information

Chemical Name:pent-4-enyl (3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside
CAS No.:189218-66-4
Molecular Formula:C₅₀H₅₂Cl₄N₂O₁₆
Molecular Weight:1078.78
Hs Code.:

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

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

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

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

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

: 100-39-0
benzyl bromide

: 189218-66-4
pent-4-enyl (3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Bu₄NI, NaH / dimethylformamide / 0.33 h / Ambient temperature

2: 75 percent / NaOMe / CH₂Cl₂; methanol / 7 h / 0 °C

3: 4A MS, AgOTf / CH₂Cl₂ / 24 h / Ambient temperature

With sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo961668s

Reference yield:

: 174356-26-4
1,3,4,6-tetra-O-acetyl-2-deoxy-2-(3,4,5,6-tetra-chlorophthalimido)-D-glucospyranose

: 189218-66-4
pent-4-enyl (3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: HBr, Ac₂O / acetic acid / 24 h / Ambient temperature

2: 4A MS, AgOTf / CH₂Cl₂ / 24 h / Ambient temperature

With hydrogen bromide; silver trifluoromethanesulfonate; acetic anhydride; In dichloromethane; acetic acid;
DOI:10.1021/jo961668s

Reference yield:

: 163926-96-3
Pent-4-enyl 3,4,6-tri-O-acetyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside

: 189218-66-4
pent-4-enyl (3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1->6)-3-O-benzoyl-4-O-benzyl-2-deoxy-2-(pent-4-enoylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / CH₂Cl₂; methanol / 1 h / Ambient temperature

2: pyridine / 2 h / -40 °C

3: 80 percent / Bu₄NI, NaH / dimethylformamide / 0.33 h / Ambient temperature

4: 75 percent / NaOMe / CH₂Cl₂; methanol / 7 h / 0 °C

5: 4A MS, AgOTf / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; sodium methylate; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo961668s