(3-hydroxy)propyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:(3-hydroxy)propyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside
CAS No.:282089-19-4
Molecular Formula:C₅₇H₆₄O₁₂
Molecular Weight:941.128
Hs Code.:

Synonyms:(3-hydroxy)propyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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Chemical Property of (3-hydroxy)propyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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Technology Process of (3-hydroxy)propyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

There total 10 articles about (3-hydroxy)propyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-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: 60.0%

: 282089-18-3
allyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

: 282089-22-9
(2-hydroxy)propyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

: 282089-19-4
(3-hydroxy)propyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: allyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 0 - 20 ℃; for 48h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1016/S0008-6215(00)00010-0

Reference yield:

: 112344-80-6
2-propenyl 2,3,4,6-tetra-O-benzyl-α-D-glactopyranoside

: 282089-19-4
(3-hydroxy)propyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / PdCl₂ / methanol; H₂O / 3.5 h / 20 °C

2.1: 80 percent / K₂CO₃ / CH₂Cl₂ / 5 h / 20 °C

3.1: 60 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves (4 Angstroem); tetramethylurea / CH₂Cl₂ / 72 h / -10 - 20 °C

4.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 48 h / 0 - 20 °C

4.2: 60 percent / 2 M aq. NaOH; 35 percent H₂O₂ / tetrahydrofuran / 0.5 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium carbonate; 9-bora-bicyclo[3.3.1]nonane; tetramethylurea; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; water; 1.1: ether cleavage / 2.1: Addition / 3.1: glycosylation / 4.1: hydroboration / 4.2: Oxidation;
DOI:10.1016/S0008-6215(00)00010-0

Reference yield:

: 2595-07-5,821794-45-0
allyl β-D-galactopyranoside

: 282089-19-4
(3-hydroxy)propyl 2,6-di-O-benzyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 71 percent / cc. H₂SO₄ / dimethylformamide / 17 h / 20 °C

2.1: 94 percent / KOH; tetraoctylammonium bromide / CH₂Cl₂ / 72 h / 20 °C

3.1: 98 percent / 1M aq. HCl / methanol / 1 h / 60 °C

4.1: 60 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves (4 Angstroem); tetramethylurea / CH₂Cl₂ / 72 h / -10 - 20 °C

5.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 48 h / 0 - 20 °C

5.2: 60 percent / 2 M aq. NaOH; 35 percent H₂O₂ / tetrahydrofuran / 0.5 h / 0 °C

With hydrogenchloride; potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; tetraoctyl ammonium bromide; 9-bora-bicyclo[3.3.1]nonane; tetramethylurea; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: transetherification / 2.1: benzylation / 3.1: Hydrolysis / 4.1: glycosylation / 5.1: hydroboration / 5.2: Oxidation;
DOI:10.1016/S0008-6215(00)00010-0