methyl 2,3-di-O-benzyl-4-deoxy-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3-di-O-benzyl-4-deoxy-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside
CAS No.:149831-96-9
Molecular Formula:C₃₇H₄₄O₅Si
Molecular Weight:596.839
Hs Code.:

Synonyms:methyl 2,3-di-O-benzyl-4-deoxy-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

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Chemical Property of methyl 2,3-di-O-benzyl-4-deoxy-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

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Technology Process of methyl 2,3-di-O-benzyl-4-deoxy-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

There total 8 articles about methyl 2,3-di-O-benzyl-4-deoxy-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside 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:

: 170220-04-9
Dithiocarbonic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-methoxy-tetrahydro-pyran-3-yl] ester S-methyl ester

: 149831-96-9
methyl 2,3-di-O-benzyl-4-deoxy-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 3h; Yield given; Heating;

Reference yield:

: 100-39-0
benzyl bromide

: 149831-96-9
methyl 2,3-di-O-benzyl-4-deoxy-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, RT, 1 h, 2.) THF, RT, 24 h

2: 83 percent / Amberlyst 15 H⁺ / methanol / 4 h / Ambient temperature

3: 100 percent / imidazole / tetrahydrofuran; dimethylformamide / 24 h / 50 °C

4: 1.) sodium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 15 min, 2.) THF, from -78 deg C to RT, 60 min

5: AIBN, tributyltin hydride / toluene / 3 h / Heating

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); Amberlyst 15 H⁺; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;

Reference yield:

: 16802-97-4
Methyl 4,6-O-isopropylidene-β-D-glucopyranoside

: 149831-96-9
methyl 2,3-di-O-benzyl-4-deoxy-6-(O-tert-butyldiphenylsilyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, RT, 1 h, 2.) THF, RT, 24 h

2: 83 percent / Amberlyst 15 H⁺ / methanol / 4 h / Ambient temperature

3: 100 percent / imidazole / tetrahydrofuran; dimethylformamide / 24 h / 50 °C

4: 1.) sodium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 15 min, 2.) THF, from -78 deg C to RT, 60 min

5: AIBN, tributyltin hydride / toluene / 3 h / Heating

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); Amberlyst 15 H⁺; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;