Benzyl O-[2,3-di-O-benzyl-4-O-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:Benzyl O-[2,3-di-O-benzyl-4-O-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside
CAS No.:344551-13-9
Molecular Formula:C₅₆H₆₀O₁₃
Molecular Weight:941.085
Hs Code.:

Synonyms:Benzyl O-[2,3-di-O-benzyl-4-O-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

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Chemical Property of Benzyl O-[2,3-di-O-benzyl-4-O-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

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Technology Process of Benzyl O-[2,3-di-O-benzyl-4-O-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

There total 17 articles about Benzyl O-[2,3-di-O-benzyl-4-O-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-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: 86.0%

: 344551-12-8
Benzyl O-[2,3-di-O-benzyl-4-O-chloroacetyl-6-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

: 344551-13-9
Benzyl O-[2,3-di-O-benzyl-4-O-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; thiourea; In tetrahydrofuran; at 55 ℃;
DOI:10.1039/b006981g

Reference yield:

: 4163-60-4
β-D-galactose peracetate

: 344551-13-9
Benzyl O-[2,3-di-O-benzyl-4-O-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: BF₃*Et₂O / CH₂Cl₂ / 12 h / 20 °C

2.1: 12.4 g / NaOMe; MeOH / 2 h

3.1: 12.4 g / CSA / CHCl₃ / 1 h / Heating

4.1: NaH / dimethylformamide / 0.5 h / 20 °C

4.2: 16.8 g / Bu₄NI / dimethylformamide

5.1: 13.6 g / PTSA; propane-1,3-diol / CH₂Cl₂; methanol / 96 h / Heating

6.1: 95 percent / Et₃N / CH₂Cl₂

7.1: 71 percent / NIS; TESOTf / CH₂Cl₂ / -20 °C

8.1: 86 percent / NaHCO₃; thiourea; Bu₄NI / tetrahydrofuran / 55 °C

With methanol; N-iodo-succinimide; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; triethylsilyl trifluoromethyl sulfonate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; thiourea; trimethyleneglycol; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1039/b006981g

Reference yield:

: 74801-06-2
benzyl 2,3-di-O-benzyl-4,6-ol-β-D-galactopyranoside

: 344551-13-9
Benzyl O-[2,3-di-O-benzyl-4-O-O-(4-methoxyphenyl)-α-D-galactopyranosyl]-(1->4)-6-O-acetyl-2,3-di-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / Et₃N / CH₂Cl₂

2: 71 percent / NIS; TESOTf / CH₂Cl₂ / -20 °C

3: 86 percent / NaHCO₃; thiourea; Bu₄NI / tetrahydrofuran / 55 °C

With N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; triethylamine; thiourea; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b006981g