bis[2-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)phenyl]buta-1,3-diyne

Base Information

Chemical Name:bis[2-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)phenyl]buta-1,3-diyne
CAS No.:1318797-56-6
Molecular Formula:C₄₄H₄₆O₂₀
Molecular Weight:894.837
Hs Code.:

Synonyms:bis[2-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)phenyl]buta-1,3-diyne

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of bis[2-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)phenyl]buta-1,3-diyne

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Technology Process of bis[2-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)phenyl]buta-1,3-diyne

There total 4 articles about bis[2-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)phenyl]buta-1,3-diyne 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: 63.0%

: 871311-12-5
2-ethynylphenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 1318797-56-6
bis[2-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)phenyl]buta-1,3-diyne

Guidance literature:: With copper diacetate; In pyridine; for 24h; Inert atmosphere; Reflux;
DOI:10.1016/j.carres.2011.03.041

Reference yield:

: 871311-11-4
2-iodophenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

: 1318797-56-6
bis[2-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)phenyl]buta-1,3-diyne

Guidance literature:: Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / triethylamine; N,N-dimethyl-formamide / 60 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

3: copper diacetate / pyridine / 24 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl ammonium fluoride; copper diacetate; acetic acid; In tetrahydrofuran; pyridine; triethylamine; N,N-dimethyl-formamide; 1: Sonogashira coupling / 3: Glaser coupling;
DOI:10.1016/j.carres.2011.03.041

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-Mannose pentaacetate

: 1318797-56-6
bis[2-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyloxy)phenyl]buta-1,3-diyne

Guidance literature:: Multi-step reaction with 4 steps

1: boron trifluoride diethyl etherate / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / triethylamine; N,N-dimethyl-formamide / 60 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4: copper diacetate / pyridine / 24 h / Inert atmosphere; Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; copper diacetate; acetic acid; In tetrahydrofuran; pyridine; dichloromethane; triethylamine; N,N-dimethyl-formamide; 2: Sonogashira coupling / 4: Glaser coupling;
DOI:10.1016/j.carres.2011.03.041