Allyl 3,5-bis<3-<3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)propionamido>propoxy>benzoate

Base Information

Chemical Name:Allyl 3,5-bis<3-<3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)propionamido>propoxy>benzoate
CAS No.:223678-07-7
Molecular Formula:C₅₀H₆₈N₂O₂₄S₂
Molecular Weight:1145.22
Hs Code.:

Synonyms:Allyl 3,5-bis<3-<3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)propionamido>propoxy>benzoate

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Chemical Property of Allyl 3,5-bis<3-<3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)propionamido>propoxy>benzoate

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Technology Process of Allyl 3,5-bis<3-<3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)propionamido>propoxy>benzoate

There total 6 articles about Allyl 3,5-bis<3-<3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)propionamido>propoxy>benzoate 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:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

: 223678-07-7
Allyl 3,5-bis<3-<3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)propionamido>propoxy>benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / Ambient temperature

2: CH₂Cl₂ / 0.17 h / Ambient temperature

3: iPr₂NEt, EDC / CH₂Cl₂ / 1.) 30 min, 2.) 18 h

With boron trifluoride diethyl etherate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1039/a808373h

Reference yield:

: 3254-10-2
S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3-mercaptopropionic acid

: 223678-07-7
Allyl 3,5-bis<3-<3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)propionamido>propoxy>benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: CH₂Cl₂ / 0.17 h / Ambient temperature

2: iPr₂NEt, EDC / CH₂Cl₂ / 1.) 30 min, 2.) 18 h

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1039/a808373h

Reference yield:

: 99-10-5
3,5-Dihydroxybenzoic acid

: 223678-07-7
Allyl 3,5-bis<3-<3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylthio)propionamido>propoxy>benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / H₂SO₄ / 8 h / Heating

2: 81 percent / K₂CO₃, 18-crown-6, TBAI, NaI / various solvent(s) / 18 h / Heating

3: 97 percent / HCl, H₂O / tetrahydrofuran / 3 h / Ambient temperature

4: iPr₂NEt, EDC / CH₂Cl₂ / 1.) 30 min, 2.) 18 h

With hydrogenchloride; 18-crown-6 ether; sulfuric acid; water; tetra-(n-butyl)ammonium iodide; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1039/a808373h