2-[2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-2H-chromen-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

Chemical Name:2-[2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-2H-chromen-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
CAS No.:908855-87-8
Molecular Formula:C₄₅H₇₈O₁₁Si₄
Molecular Weight:907.45
Hs Code.:

2-[2-[3,4-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2<i>H</i>-chromen-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Synonyms:2-[2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-2H-chromen-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

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Chemical Property of 2-[2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-2H-chromen-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

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Technology Process of 2-[2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-2H-chromen-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

There total 7 articles about 2-[2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-2H-chromen-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 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: 82.0%

: 908855-86-7
5,7,3',4'-tetra-O-(tert-butyldimethylsilyl)flav-3-en-3-ol 3-O-glucoside

: 908855-87-8
2-[2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-2H-chromen-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: With methanol; sodium methylate; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol0614976

Reference yield:

: 908855-83-4
Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(2R,3S)-5,7-bis-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-chroman-3-yloxy]-tetrahydro-pyran-3-yl ester

: 908855-87-8
2-[2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-2H-chromen-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / Pd(OH)2/C / ethyl acetate; methanol / 2 h / 20 °C / 760 Torr

2: 1.02 g / imidazole; DMAP / dimethylformamide / 3 h / 65 °C

3: 74 percent / DDQ / methanol; H₂O / 3 h / 20 °C

4: 82 percent / i-Pr₂NEt; MsCl / 1,2-dichloro-ethane / 6.5 h / 80 °C

5: 82 percent / NaOMe; MeOH / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; methanol; dmap; hydrogen; sodium methylate; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In methanol; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0614976

Reference yield:

: 20728-73-8
5,7,3',4'-tetra-O-benzyl-(+)-catechin

: 908855-87-8
2-[2-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-5,7-bis-(tert-butyl-dimethyl-silanyloxy)-2H-chromen-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / TMSOTf / CH₂Cl₂ / 2 h / -40 °C

2: H₂ / Pd(OH)2/C / ethyl acetate; methanol / 2 h / 20 °C / 760 Torr

3: 1.02 g / imidazole; DMAP / dimethylformamide / 3 h / 65 °C

4: 74 percent / DDQ / methanol; H₂O / 3 h / 20 °C

5: 82 percent / i-Pr₂NEt; MsCl / 1,2-dichloro-ethane / 6.5 h / 80 °C

6: 82 percent / NaOMe; MeOH / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; methanol; dmap; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium methylate; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium dihydroxide; In methanol; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ol0614976