3-(hexadecyloxy)-2-methoxypropyl 6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranoside

Base Information

Chemical Name:3-(hexadecyloxy)-2-methoxypropyl 6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranoside
CAS No.:1445992-46-0
Molecular Formula:C₇₆H₁₀₀O₁₄
Molecular Weight:1237.62
Hs Code.:

Synonyms:3-(hexadecyloxy)-2-methoxypropyl 6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranoside

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Chemical Property of 3-(hexadecyloxy)-2-methoxypropyl 6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranoside

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Technology Process of 3-(hexadecyloxy)-2-methoxypropyl 6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranoside

There total 12 articles about 3-(hexadecyloxy)-2-methoxypropyl 6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-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: 65.0%

: 1445992-42-6
3-(hexadecyloxy)-2-methoxypropyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside

: Acetic acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-iodo-tetrahydro-pyran-2-ylmethyl ester

: 1445992-46-0
3-(hexadecyloxy)-2-methoxypropyl 6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: 3-(hexadecyloxy)-2-methoxypropyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside; With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In benzene; at 20 ℃; for 0.5h; Molecular sieve;

Acetic acid (2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-iodo-tetrahydro-pyran-2-ylmethyl ester; In benzene; for 3h; Molecular sieve; Reflux;
DOI:10.1039/c3ob40634b

Reference yield:

: 78185-13-4
6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl acetate

: 1445992-46-0
3-(hexadecyloxy)-2-methoxypropyl 6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: trimethylsilyl iodide / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / benzene / 0.5 h / 20 °C / Molecular sieve

2.2: 3 h / Molecular sieve; Reflux

With trimethylsilyl iodide; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; In dichloromethane; benzene;
DOI:10.1039/c3ob40634b

Reference yield:

: 25878-60-8
D-galactose pentaacetate

: 1445992-46-0
3-(hexadecyloxy)-2-methoxypropyl 6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-galactopyranosyl)-2,3,4-tri-O-benzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: ammonium acetate / N,N-dimethyl-formamide / 48 h / 20 °C

2.1: caesium carbonate / tetrahydrofuran / 48 h / 20 °C

3.1: boron trifluoride diethyl etherate / dichloromethane / 24 h / 20 °C / Molecular sieve

4.1: potassium carbonate / methanol / 15 h / 20 °C

5.1: 1,4-diaza-bicyclo[2.2.2]octane / dichloromethane / 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 20 °C

6.2: 15 h / 0 - 20 °C

7.1: toluene-4-sulfonic acid / methanol; dichloromethane / 20 h / 20 °C

8.1: tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / benzene / 0.5 h / 20 °C / Molecular sieve

8.2: 3 h / Molecular sieve; Reflux

With 1,4-diaza-bicyclo[2.2.2]octane; boron trifluoride diethyl etherate; ammonium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1039/c3ob40634b