ethyl (3-O-benzyl-4,6-O-isopropylidene-β-D-arabino-hexopyranosyl-2-ulose)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:ethyl (3-O-benzyl-4,6-O-isopropylidene-β-D-arabino-hexopyranosyl-2-ulose)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:322479-10-7
Molecular Formula:C₄₆H₄₉NO₁₁S
Molecular Weight:823.961
Hs Code.:

Synonyms:ethyl (3-O-benzyl-4,6-O-isopropylidene-β-D-arabino-hexopyranosyl-2-ulose)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl (3-O-benzyl-4,6-O-isopropylidene-β-D-arabino-hexopyranosyl-2-ulose)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of ethyl (3-O-benzyl-4,6-O-isopropylidene-β-D-arabino-hexopyranosyl-2-ulose)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 4 articles about ethyl (3-O-benzyl-4,6-O-isopropylidene-β-D-arabino-hexopyranosyl-2-ulose)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-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:

: 322479-15-2
ethyl (3-O-benzyl-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 322479-10-7
ethyl (3-O-benzyl-4,6-O-isopropylidene-β-D-arabino-hexopyranosyl-2-ulose)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With acetic anhydride; dimethyl sulfoxide; at 20 ℃; for 16h;
DOI:10.1002/1099-0690(200012)2000:23<3931::AID-EJOC3931>3.0.CO;2-W

Reference yield:

: 34339-69-0
2,4,6-tri-O-acetyl-3-O-benzyl-α-D-glucopyranosyl bromide

: 322479-10-7
ethyl (3-O-benzyl-4,6-O-isopropylidene-β-D-arabino-hexopyranosyl-2-ulose)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / 4A MS; silver triflate / CH₂Cl₂; toluene / 1 h / -40 °C

2: sodium methoxide / methanol

3: 580 mg / p-toluenesulfonic acid monohydrate / 0.5 h

4: acetic anhydride; methyl sulfoxide / 16 h / 20 °C

With sodium methylate; silver trifluoromethanesulfonate; acetic anhydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; dichloromethane; toluene; 2: Zemplen deacetylation;
DOI:10.1002/1099-0690(200012)2000:23<3931::AID-EJOC3931>3.0.CO;2-W

Reference yield:

: 115533-35-2
ethyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 322479-10-7
ethyl (3-O-benzyl-4,6-O-isopropylidene-β-D-arabino-hexopyranosyl-2-ulose)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / 4A MS; silver triflate / CH₂Cl₂; toluene / 1 h / -40 °C

2: sodium methoxide / methanol

3: 580 mg / p-toluenesulfonic acid monohydrate / 0.5 h

4: acetic anhydride; methyl sulfoxide / 16 h / 20 °C

With sodium methylate; silver trifluoromethanesulfonate; acetic anhydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; dichloromethane; toluene; 2: Zemplen deacetylation;
DOI:10.1002/1099-0690(200012)2000:23<3931::AID-EJOC3931>3.0.CO;2-W