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

Base Information

Chemical Name: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
CAS No.:445397-61-5
Molecular Formula:C₅₄H₅₆Cl₃NO₁₄
Molecular Weight:1049.4
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 11 articles about 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 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: 78.0%

: 445397-55-7
4-methoxyphenyl 6-O-benzyl-2-deoxy-4-O-pivaloyl-2-trichloroacetamido-β-D-galactopyranoside

: 445397-60-4
2-O-benzoyl-3-O-benzyl-4,6-O-benzylidene-1-O-trichloroacetimidoyl-α-L-idopyranose

: 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

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; toluene; at 0 ℃; for 0.5h;
DOI:10.1016/S0008-6215(02)00060-5

Reference yield:

: 3282-30-2
pivaloyl chloride

: 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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 100-52-7
benzaldehyde

: 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

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4.37 g / TFA / 3 h / 20 °C

2.1: 94 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

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

3.2: 54 percent / DBU / CH₂Cl₂ / 1 h / 0 - 20 °C

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

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