p-methoxyphenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->2)-3-O-(α-L-arabinopyranosyl)-α-L-arabinopyranoside

Base Information

Chemical Name:p-methoxyphenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->2)-3-O-(α-L-arabinopyranosyl)-α-L-arabinopyranoside
CAS No.:1332838-86-4
Molecular Formula:C₂₅H₃₇NO₁₅
Molecular Weight:591.566
Hs Code.:

Synonyms:p-methoxyphenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->2)-3-O-(α-L-arabinopyranosyl)-α-L-arabinopyranoside

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Chemical Property of p-methoxyphenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->2)-3-O-(α-L-arabinopyranosyl)-α-L-arabinopyranoside

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Technology Process of p-methoxyphenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->2)-3-O-(α-L-arabinopyranosyl)-α-L-arabinopyranoside

There total 7 articles about p-methoxyphenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->2)-3-O-(α-L-arabinopyranosyl)-α-L-arabinopyranoside 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: 80.0%

: 1332839-13-0
p-methoxyphenyl 3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->2)-4-O-acetyl-3-O-(2,3,4-tri-O-acetyl-α-L-arabinopyranosyl)-α-L-arabinopyranoside

: 1332838-86-4
p-methoxyphenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->2)-3-O-(α-L-arabinopyranosyl)-α-L-arabinopyranoside

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 3h;
DOI:10.1016/j.tetasy.2011.06.025

Reference yield:

: 172847-90-4
p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 1332838-86-4
p-methoxyphenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->2)-3-O-(α-L-arabinopyranosyl)-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-iodo-succinimide; lanthanum(lll) triflate / dichloromethane / 0.75 h / 5 - 10 °C / Molecular sieve; Inert atmosphere

2.1: acetic acid / water / 3 h / 80 °C

3.1: camphor-10-sulfonic acid / acetonitrile / 0.75 h / 20 °C

3.2: 1 h / 20 °C

4.1: N-iodo-succinimide; lanthanum(lll) triflate / dichloromethane / 0.75 h / 10 °C / Molecular sieve; Inert atmosphere

5.1: hydrazine hydrate / ethanol / 12 h / 80 °C

5.2: 12 h / 20 °C

6.1: sodium methylate / methanol / 3 h / 20 °C

With N-iodo-succinimide; camphor-10-sulfonic acid; sodium methylate; hydrazine hydrate; acetic acid; lanthanum(lll) triflate; In methanol; ethanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tetasy.2011.06.025

Reference yield:

: 1332839-07-2
p-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-α-L-arabinopyranoside

: 1332838-86-4
p-methoxyphenyl 2-acetamido-2-deoxy-β-D-glucopyranosyl-(1->2)-3-O-(α-L-arabinopyranosyl)-α-L-arabinopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: camphor-10-sulfonic acid / acetonitrile / 0.75 h / 20 °C

1.2: 1 h / 20 °C

2.1: N-iodo-succinimide; lanthanum(lll) triflate / dichloromethane / 0.75 h / 10 °C / Molecular sieve; Inert atmosphere

3.1: hydrazine hydrate / ethanol / 12 h / 80 °C

3.2: 12 h / 20 °C

4.1: sodium methylate / methanol / 3 h / 20 °C

With N-iodo-succinimide; camphor-10-sulfonic acid; sodium methylate; hydrazine hydrate; lanthanum(lll) triflate; In methanol; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.tetasy.2011.06.025