ethyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)(1<*>3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

Base Information

Chemical Name:ethyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)(1<*>3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside
CAS No.:164112-43-0
Molecular Formula:C₄₄H₄₅NO₁₈
Molecular Weight:875.837
Hs Code.:

Synonyms:ethyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)(1<*>3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

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Chemical Property of ethyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)(1<*>3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

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Technology Process of ethyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)(1<*>3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

There total 7 articles about ethyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)(1<*>3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside 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:

: 4163-60-4
β-D-galactose peracetate

: 164112-43-0
ethyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)(1<*>3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 48percent aq. HBr, Ac₂O / acetic acid / 20 h / Ambient temperature

2: Ag₂CO₃ / CH₂Cl₂ / 24 h

3: 97 percent / NaOMe, MeOH / 6 h / Ambient temperature

4: 70 percent / p-TsOH / 18 h / Ambient temperature

5: 95 percent / DMAP, pyridine / 24 h / Ambient temperature

6: 96 percent / aq. AcOH / 8 h / 60 °C

7: 1.) BF₃*Et₂O, 2.) DMAP, pyridine / 1.) CH₂Cl₂, -43 deg C, 1 h, 2.) CH₂Cl₂, 12 h

With pyridine; methanol; dmap; boron trifluoride diethyl etherate; hydrogen bromide; sodium methylate; acetic anhydride; toluene-4-sulfonic acid; acetic acid; silver carbonate; In dichloromethane; acetic acid;
DOI:10.1021/ja00104a011

Reference yield:

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 164112-43-0
ethyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)(1<*>3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: Ag₂CO₃ / CH₂Cl₂ / 24 h

2: 97 percent / NaOMe, MeOH / 6 h / Ambient temperature

3: 70 percent / p-TsOH / 18 h / Ambient temperature

4: 95 percent / DMAP, pyridine / 24 h / Ambient temperature

5: 96 percent / aq. AcOH / 8 h / 60 °C

6: 1.) BF₃*Et₂O, 2.) DMAP, pyridine / 1.) CH₂Cl₂, -43 deg C, 1 h, 2.) CH₂Cl₂, 12 h

With pyridine; methanol; dmap; boron trifluoride diethyl etherate; sodium methylate; toluene-4-sulfonic acid; acetic acid; silver carbonate; In dichloromethane;
DOI:10.1021/ja00104a011

Reference yield:

: 18997-88-1
1-O-ethyl-β-D-galactopyranoside

: 164112-43-0
ethyl O-(3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)(1<*>3)-4-O-acetyl-2,6-di-O-benzoyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / p-TsOH / 18 h / Ambient temperature

2: 95 percent / DMAP, pyridine / 24 h / Ambient temperature

3: 96 percent / aq. AcOH / 8 h / 60 °C

4: 1.) BF₃*Et₂O, 2.) DMAP, pyridine / 1.) CH₂Cl₂, -43 deg C, 1 h, 2.) CH₂Cl₂, 12 h

With pyridine; dmap; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; acetic acid;
DOI:10.1021/ja00104a011