1-((2,3,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2-propene

Base Information

Chemical Name:1-((2,3,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2-propene
CAS No.:257933-09-8
Molecular Formula:C₅₇H₆₂O₁₀
Molecular Weight:907.113
Hs Code.:

Synonyms:1-((2,3,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2-propene

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Chemical Property of 1-((2,3,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2-propene

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Technology Process of 1-((2,3,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2-propene

There total 5 articles about 1-((2,3,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2-propene 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: 73.0%

: (3R,4S,5R,6R)-2-Allyl-3,4-bis-benzyloxy-6-benzyloxymethyl-5-((2S,4aR,6S,7R,8S,8aS)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-tetrahydro-pyran-2-ol

: 257933-09-8
1-((2,3,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2-propene

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 5h;
DOI:10.1021/jo991096m

Reference yield:

: (2S,4aR,6S,7R,8S,8aS)-6-((2R,3R,4S,5R)-6-Allyloxy-4,5-bis-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-7,8-bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 257933-09-8
1-((2,3,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2-propene

Guidance literature:: Multi-step reaction with 5 steps

1: diazabicyclo[2.2.2]octane / Rh(PPh₃)3Cl / ethanol; toluene; H₂O / 24 h / Heating

2: 10.0 g / water; HgO; HgCl₂ / acetone / 24 h / 25 °C

3: 95 percent / DMSO; Ac₂O / 20 h / 25 °C

4: 89 percent / tetrahydrofuran / 2 h / -78 °C

5: 73 percent / triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 5 h / -78 °C

With 1,4-diaza-bicyclo[2.2.2]octane; triethylsilane; boron trifluoride diethyl etherate; water; acetic anhydride; dimethyl sulfoxide; mercury dichloride; mercury(II) oxide; Wilkinson's catalyst; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; toluene; 1: Isomerization / 2: Hydrolysis / 3: Oxidation / 4: Grignard reaction / 5: Reduction;
DOI:10.1021/jo991096m

Reference yield:

: 257933-07-6
(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-D-glucuronic acid

: 257933-09-8
1-((2,3,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranosyl)-2-propene

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / tetrahydrofuran / 2 h / -78 °C

2: 73 percent / triethylsilane; BF₃*Et₂O / CH₂Cl₂ / 5 h / -78 °C

With triethylsilane; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; 1: Grignard reaction / 2: Reduction;
DOI:10.1021/jo991096m