4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

Base Information

Chemical Name:4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside
CAS No.:343254-52-4
Molecular Formula:C₅₃H₆₂O₁₈Si
Molecular Weight:1015.15
Hs Code.:

4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

Synonyms:4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

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Chemical Property of 4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

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Technology Process of 4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

There total 7 articles about 4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-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: 24.0%

: 86520-63-0
2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

: 343254-43-3
4-methoxyphenyl 2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

: 4-methoxyphenyl 2,3-di-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

: 343254-52-4
4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

: 4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; MS AW₃₀₀; In dichloromethane; at -20 ℃; for 2h;
DOI:10.1021/jo001540h

Reference yield: 7.0%

: methyl 2,3,4,6-tetra-O-acetyl-1-thio-D-galactopyranoside

: 343254-43-3
4-methoxyphenyl 2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

: 4-methoxyphenyl 2,3-di-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

: 343254-52-4
4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

: 4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; MS AW₃₀₀; In diethyl ether; 1,2-dichloro-ethane; at -20 - -10 ℃; for 0.75h;
DOI:10.1021/jo001540h

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 343254-52-4
4-methoxyphenyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1->3)-2-O-acetyl-6-O-tert-butyldiphenylsilyl-4-O-(4-methylbenzoyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / methanol; H₂O / 16 h / 20 °C

1.2: 85 percent / imidazole / dimethylformamide / 20 °C

2.1: 97 percent / DMAP / pyridine

3.1: H₂ / Ir(COD)(PMePh₂)PF₆ / tetrahydrofuran / 2 h

3.2: 99 percent / I₂; NaHCO₃ / H₂O; tetrahydrofuran / 0.25 h

4.1: 43 percent / MS AW₃₀₀; TMSOTf / CH₂Cl₂ / 2 h / -20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; MS AW₃₀₀; hydrogen; triethylamine; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; pyridine; methanol; dichloromethane; water;
DOI:10.1021/jo001540h