methyl 2,4-di-O-benzyl-3,6-dideoxy-3,6-di-C-vinyl-α-D-mannopyranoside

Base Information

Chemical Name:methyl 2,4-di-O-benzyl-3,6-dideoxy-3,6-di-C-vinyl-α-D-mannopyranoside
CAS No.:324768-46-9
Molecular Formula:C₂₅H₃₀O₄
Molecular Weight:394.511
Hs Code.:

Synonyms:methyl 2,4-di-O-benzyl-3,6-dideoxy-3,6-di-C-vinyl-α-D-mannopyranoside

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Chemical Property of methyl 2,4-di-O-benzyl-3,6-dideoxy-3,6-di-C-vinyl-α-D-mannopyranoside

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Technology Process of methyl 2,4-di-O-benzyl-3,6-dideoxy-3,6-di-C-vinyl-α-D-mannopyranoside

There total 10 articles about methyl 2,4-di-O-benzyl-3,6-dideoxy-3,6-di-C-vinyl-α-D-mannopyranoside 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: 74.0%

: 466646-32-2
methyl 2,4-di-O-benzyl-3,6-dideoxy-6-C-ethynyl-3-C-vinyl-α-D-mannopyranoside

: 324768-46-9
methyl 2,4-di-O-benzyl-3,6-dideoxy-3,6-di-C-vinyl-α-D-mannopyranoside

Guidance literature:: With quinoline; Lindlar's catalyst; palladium on calcium fluoride poisoned with lead; hydrogen; In ethyl acetate; at 20 ℃; for 0.0833333h;
DOI:10.1021/jo020339z

Reference yield:

: 466646-34-4
1,6-anhydro-3-deoxy-3-C-vinyl-β-D-mannopyranose

: 324768-46-9
methyl 2,4-di-O-benzyl-3,6-dideoxy-3,6-di-C-vinyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 412 mg / NaH / dimethylformamide / 2 h / 0 °C

2: 56 percent / HCl / H₂O / 96 h / Heating

3: 66 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

4: 40.3 percent / hexamethylphoshotriamide / tetrahydrofuran; hexane / -78 - 20 °C

5: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0 °C

6: 74 percent / H₂; Pd/Pb/CaCO₃; quinoline / ethyl acetate / 0.08 h / 20 °C

With 2,6-dimethylpyridine; quinoline; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; Lindlar's catalyst; palladium on calcium fluoride poisoned with lead; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; In tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo020339z

Reference yield:

: 251456-62-9
1,6-anhydro-2,4-di-O-benzyl-3-deoxy-3-C-vinyl-β-D-mannopyranose

: 324768-46-9
methyl 2,4-di-O-benzyl-3,6-dideoxy-3,6-di-C-vinyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 56 percent / HCl / H₂O / 96 h / Heating

2: 66 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

3: 40.3 percent / hexamethylphoshotriamide / tetrahydrofuran; hexane / -78 - 20 °C

4: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0 °C

5: 74 percent / H₂; Pd/Pb/CaCO₃; quinoline / ethyl acetate / 0.08 h / 20 °C

With 2,6-dimethylpyridine; quinoline; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; Lindlar's catalyst; palladium on calcium fluoride poisoned with lead; tetrabutyl ammonium fluoride; hydrogen; In tetrahydrofuran; hexane; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo020339z