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

Base Information

Chemical Name:2-propenyl 2,4-O-benzyl-3-O-(2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside
CAS No.:389119-80-6
Molecular Formula:C₅₀H₅₆O₁₁
Molecular Weight:832.988
Hs Code.:

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

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

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

There total 13 articles about 2-propenyl 2,4-O-benzyl-3-O-(2,4,6-tri-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: 89.0%

: 389119-79-3
Acetic acid (2R,3S,4S,5R,6R)-4-((2R,3R,4S,5S,6R)-4-acetoxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6-allyloxy-3,5-bis-benzyloxy-tetrahydro-pyran-2-ylmethyl ester

: 389119-80-6
2-propenyl 2,4-O-benzyl-3-O-(2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1016/S0008-6215(01)00222-1

Reference yield:

: 71925-95-6
allyl 4,6-O-benzylidene-β-D-galactopyranoside

: 389119-80-6
2-propenyl 2,4-O-benzyl-3-O-(2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1.1: 81 percent / Bu₃SnO; tetrabutylammonium iodide / Heating

2.1: 59 percent / 80 percent aq AcOH / 0.83 h / 86 °C

3.1: NaH (in oil) / 24 °C

4.1: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 1 h / 24 °C

5.1: 1.04 g / Py

6.1: RhCl(PPh₃)3 / ethanol; toluene; H₂O / 20 h / Heating

6.2: 81 percent / 2N HCl / 1 h / Heating

7.1: 75 percent / 60 percent NaH / CH₂Cl₂ / 1 h / 22 °C

8.1: 52 percent / 10 percent BF₃-Et₂O; 4 Angstroem MS / CH₂Cl₂ / 18 h / 24 °C

9.1: 89 percent / NaOCH₃ / methanol

With pyridine; RhCl(PPh₃)3; 4 Angstroem MS; boron trifluoride diethyl etherate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1016/S0008-6215(01)00222-1

Reference yield:

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

: 389119-80-6
2-propenyl 2,4-O-benzyl-3-O-(2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1.1: 70 percent / 0.5 h / 22 °C

2.1: 81 percent / Bu₃SnO; tetrabutylammonium iodide / Heating

3.1: 59 percent / 80 percent aq AcOH / 0.83 h / 86 °C

4.1: NaH (in oil) / 24 °C

5.1: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 1 h / 24 °C

6.1: 1.04 g / Py

7.1: RhCl(PPh₃)3 / ethanol; toluene; H₂O / 20 h / Heating

7.2: 81 percent / 2N HCl / 1 h / Heating

8.1: 75 percent / 60 percent NaH / CH₂Cl₂ / 1 h / 22 °C

9.1: 52 percent / 10 percent BF₃-Et₂O; 4 Angstroem MS / CH₂Cl₂ / 18 h / 24 °C

10.1: 89 percent / NaOCH₃ / methanol

With pyridine; RhCl(PPh₃)3; 4 Angstroem MS; boron trifluoride diethyl etherate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1016/S0008-6215(01)00222-1