methyl 2,3,4-tri-O-allyl-6-O-trityl-α-D-mannopyranoside

Base Information

Chemical Name:methyl 2,3,4-tri-O-allyl-6-O-trityl-α-D-mannopyranoside
CAS No.:101703-39-3
Molecular Formula:C₃₅H₄₀O₆
Molecular Weight:556.699
Hs Code.:

Synonyms:methyl 2,3,4-tri-O-allyl-6-O-trityl-α-D-mannopyranoside

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Chemical Property of methyl 2,3,4-tri-O-allyl-6-O-trityl-α-D-mannopyranoside

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Technology Process of methyl 2,3,4-tri-O-allyl-6-O-trityl-α-D-mannopyranoside

There total 1 articles about methyl 2,3,4-tri-O-allyl-6-O-trityl-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: 86.0%

: 107-05-1
3-chloroprop-1-ene

: 20231-36-1
methyl 6-O-trityl-α-D-mannopyranoside

: 101703-39-3
methyl 2,3,4-tri-O-allyl-6-O-trityl-α-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1246/cl.1985.1335

Reference yield:

: 101703-39-3
methyl 2,3,4-tri-O-allyl-6-O-trityl-α-D-mannopyranoside

: 103813-99-6,103882-20-8,103882-22-0,103882-23-1,117468-36-7,117468-38-9,117468-46-9,117556-65-7
cyclohexyl 6-O-benzyl-2,3-O-(2,3,4,6-tetra-O-benzyl-D-glucopyranosylidene)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / 83 percent aq. acetic acid / 0.58 h / 60 °C

2: 74.5 percent / 50 percent NaH / dimethylformamide

3: 70 percent / cc. HCl / acetic acid / 1 h / Ambient temperature

4: 74 percent / HCl / diethyl ether / 3 h / 0 °C

5: 22 percent / silver triflate / tetrahydrofuran / 0.5 h / 0 °C / dark

6: 61 percent / toluene-p-sulfonic acid / 10 percent Pd/C / methanol / 2 h / 50 °C

7: imidazole / dimethylformamide / 0.5 h / Ambient temperature

8: trimethylsilyl triflate / diethyl ether / 72 h / -15 °C

With 1H-imidazole; hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; trimethylsilyl trifluoromethanesulfonate; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; diethyl ether; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)85091-2

Reference yield:

: 101703-39-3
methyl 2,3,4-tri-O-allyl-6-O-trityl-α-D-mannopyranoside

: 103813-99-6,103882-20-8,103882-22-0,103882-23-1,117468-36-7,117468-38-9,117468-46-9,117556-65-7
cyclohexyl 6-O-benzyl-2,3-O-(2,3,4,6-tetra-O-benzyl-D-glucopyranosylidene)-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / 83 percent aq. acetic acid / 0.58 h / 60 °C

2: 74.5 percent / 50 percent NaH / dimethylformamide

3: 70 percent / cc. HCl / acetic acid / 1 h / Ambient temperature

4: 74 percent / HCl / diethyl ether / 3 h / 0 °C

5: 22 percent / silver triflate / tetrahydrofuran / 0.5 h / 0 °C / dark

6: 61 percent / toluene-p-sulfonic acid / 10 percent Pd/C / methanol / 2 h / 50 °C

7: imidazole / dimethylformamide / 0.5 h / Ambient temperature

8: silver triflate / diethyl ether / 1.) 3 d, -20 deg C; 2.) 2 d, -15 deg C; variation of solvent, temperature, amount of catalyst

With 1H-imidazole; hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; diethyl ether; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(88)85091-2