p-Methoxyphenyl O-(3,6-di-O-allyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:p-Methoxyphenyl O-(3,6-di-O-allyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:138935-12-3
Molecular Formula:C₄₇H₅₁NO₁₃
Molecular Weight:837.921
Hs Code.:

Synonyms:p-Methoxyphenyl O-(3,6-di-O-allyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of p-Methoxyphenyl O-(3,6-di-O-allyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of p-Methoxyphenyl O-(3,6-di-O-allyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 8 articles about p-Methoxyphenyl O-(3,6-di-O-allyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-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: 67.0%

: 129575-90-2
p-Methoxyphenyl O-(2,4-di-O-acetyl-3,6-di-O-allyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 138935-12-3
p-Methoxyphenyl O-(3,6-di-O-allyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 8h;
DOI:10.1016/0008-6215(93)84080-P

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 138935-12-3
p-Methoxyphenyl O-(3,6-di-O-allyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / Me₃SiOTf / 1,2-dichloro-ethane / 3 h / 0 °C

2: p-TsOH*H₂O / dimethylformamide / 20 h / 20 °C

3: 61 percent / NaH / dimethylformamide / 20 h / 20 °C

4: 77 percent / p-TsOH*H₂O / methanol; dioxane / 1) 1 h, 60 deg C, 2) 45 min, 85 deg C

6: 91 percent / AgOTf, 4A moleculat sieves / 1,2-dichloro-ethane / -20 °C

7: 67 percent / 1.25N LiOH, 31percent H₂O₂ / tetrahydrofuran / 8 h / 0 °C

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; dihydrogen peroxide; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)84080-P

Reference yield:

: 138906-43-1
4-methoxyphenyl 4,6-di-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 138935-12-3
p-Methoxyphenyl O-(3,6-di-O-allyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / NaH / dimethylformamide / 20 h / 20 °C

2: 77 percent / p-TsOH*H₂O / methanol; dioxane / 1) 1 h, 60 deg C, 2) 45 min, 85 deg C

4: 91 percent / AgOTf, 4A moleculat sieves / 1,2-dichloro-ethane / -20 °C

5: 67 percent / 1.25N LiOH, 31percent H₂O₂ / tetrahydrofuran / 8 h / 0 °C

With lithium hydroxide; 4 A molecular sieve; dihydrogen peroxide; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)84080-P