4-methoxyphenyl O-(2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

Base Information

Chemical Name:4-methoxyphenyl O-(2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside
CAS No.:445397-87-5
Molecular Formula:C₄₇H₅₂Cl₃NO₁₄
Molecular Weight:961.287
Hs Code.:

Synonyms:4-methoxyphenyl O-(2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

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Chemical Property of 4-methoxyphenyl O-(2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

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Technology Process of 4-methoxyphenyl O-(2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

There total 12 articles about 4-methoxyphenyl O-(2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-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:

: 445397-61-5
4-methoxyphenyl O-(2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-α-L-idopyranosyl)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

: 445397-87-5
4-methoxyphenyl O-(2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: With acetic acid; at 100 ℃;
DOI:10.1016/S0008-6215(02)00060-5

Reference yield:

: 3282-30-2
pivaloyl chloride

: 445397-87-5
4-methoxyphenyl O-(2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 82 percent / DMAP / pyridine; CH₂Cl₂ / 20 °C

2.1: 91 percent / TFA; triethylsilane / CH₂Cl₂ / 3 h / 0 - 20 °C

3.1: triflic anhydride; pyridine / 1,2-dichloro-ethane / 1.5 h / -15 °C

3.2: 82 percent / H₂O / 0.5 h / 80 °C

4.1: 78 percent / Me₃SiOTf / CH₂Cl₂; toluene / 0.5 h / 0 °C

5.1: 3.20 g / aq. AcOH / 100 °C

With pyridine; triethylsilane; dmap; trifluoromethylsulfonic anhydride; trimethylsilyl trifluoromethanesulfonate; acetic acid; trifluoroacetic acid; In pyridine; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1016/S0008-6215(02)00060-5

Reference yield:

: 175978-71-9
1,2,4,6-tetra-O-benzoyl-3-O-benzyl-β-L-idopyranose

: 445397-87-5
4-methoxyphenyl O-(2-O-benzoyl-3-O-benzyl-α-L-idopyranosyl)-(1->3)-6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / trimethylsilyl triflate / CH₂Cl₂ / 1.5 h / 20 °C

2.1: NaOMe / methanol / 20 °C

3.1: 4.37 g / TFA / 3 h / 20 °C

4.1: 94 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

5.1: ceric ammonium nitrate / toluene; acetonitrile; H₂O / 0.08 h / 20 °C

5.2: 54 percent / DBU / CH₂Cl₂ / 1 h / 0 - 20 °C

6.1: 78 percent / Me₃SiOTf / CH₂Cl₂; toluene / 0.5 h / 0 °C

7.1: 3.20 g / aq. AcOH / 100 °C

With pyridine; ammonium cerium(IV) nitrate; trimethylsilyl trifluoromethanesulfonate; sodium methylate; acetic acid; trifluoroacetic acid; In methanol; dichloromethane; water; toluene; acetonitrile; 2.1: Zemplen reaction;
DOI:10.1016/S0008-6215(02)00060-5