phenyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside
CAS No.:847237-61-0
Molecular Formula:C₆₀H₆₂O₁₀
Molecular Weight:943.146
Hs Code.:

Synonyms:phenyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

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Chemical Property of phenyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

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Technology Process of phenyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

There total 6 articles about phenyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexopyranosyl)-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: 62.0%

: 847237-60-9
Dithiocarbonic acid O-[(2S,3R,4S,5S,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-phenoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl] ester S-methyl ester

: 847237-61-0
phenyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 75 ℃; for 8h;
DOI:10.1016/j.carres.2004.11.017

Reference yield:

: 54502-82-8
(-)-(4,6-O-benzylidene)phenyl-β-D-glucopyranoside

: 847237-61-0
phenyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1.28 g / NaH / dimethylformamide / 20 °C

2.1: 465 mg / sodium cyanoborohydride; HCl / tetrahydrofuran; diethyl ether

3.1: 497 mg / molecular sieves 4 Angstroem; DMTST / CH₂Cl₂; diethyl ether; toluene / 20 °C

4.1: 98 percent / NaOMe / methanol / 20 °C

5.1: NaH; imidazole / tetrahydrofuran

5.2: 90 percent / tetrahydrofuran / 2 h

6.1: 62 percent / 2,2'-azo-bis-isobutyronitrile; tributyltin hydride / toluene / 8 h / 75 °C

With 1H-imidazole; hydrogenchloride; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; sodium methylate; sodium hydride; sodium cyanoborohydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.carres.2004.11.017

Reference yield:

: 100-39-0
benzyl bromide

: 847237-61-0
phenyl 2,3,6-tri-O-benzyl-4-O-(3,4,6-tri-O-benzyl-2-deoxy-β-D-lyxo-hexopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1.28 g / NaH / dimethylformamide / 20 °C

2.1: 465 mg / sodium cyanoborohydride; HCl / tetrahydrofuran; diethyl ether

3.1: 497 mg / molecular sieves 4 Angstroem; DMTST / CH₂Cl₂; diethyl ether; toluene / 20 °C

4.1: 98 percent / NaOMe / methanol / 20 °C

5.1: NaH; imidazole / tetrahydrofuran

5.2: 90 percent / tetrahydrofuran / 2 h

6.1: 62 percent / 2,2'-azo-bis-isobutyronitrile; tributyltin hydride / toluene / 8 h / 75 °C

With 1H-imidazole; hydrogenchloride; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; sodium methylate; sodium hydride; sodium cyanoborohydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.carres.2004.11.017