2-(N-(phenylsulfonyl)indol-3-yl)ethyl 4-deoxy-6-(O-tert-butyldimethylsilyl)-β-D-glucopyranoside

Base Information

Chemical Name:2-(N-(phenylsulfonyl)indol-3-yl)ethyl 4-deoxy-6-(O-tert-butyldimethylsilyl)-β-D-glucopyranoside
CAS No.:149831-89-0
Molecular Formula:C₃₈H₄₃NO₇SSi
Molecular Weight:685.913
Hs Code.:

Synonyms:2-(N-(phenylsulfonyl)indol-3-yl)ethyl 4-deoxy-6-(O-tert-butyldimethylsilyl)-β-D-glucopyranoside

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Chemical Property of 2-(N-(phenylsulfonyl)indol-3-yl)ethyl 4-deoxy-6-(O-tert-butyldimethylsilyl)-β-D-glucopyranoside

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Technology Process of 2-(N-(phenylsulfonyl)indol-3-yl)ethyl 4-deoxy-6-(O-tert-butyldimethylsilyl)-β-D-glucopyranoside

There total 11 articles about 2-(N-(phenylsulfonyl)indol-3-yl)ethyl 4-deoxy-6-(O-tert-butyldimethylsilyl)-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: 97.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 149831-88-9
2-(N-Phenylsulfonylindol-3-yl)-ethyl 4-Deoxy-β-D-glucopyranoside

: 149831-89-0
2-(N-(phenylsulfonyl)indol-3-yl)ethyl 4-deoxy-6-(O-tert-butyldimethylsilyl)-β-D-glucopyranoside

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 70 ℃; for 48h;

Reference yield:

: 57784-06-2,6344-46-3
methyl 2,3,6-tri-O-benzoyl-α-D-glucopyranoside

: 149831-89-0
2-(N-(phenylsulfonyl)indol-3-yl)ethyl 4-deoxy-6-(O-tert-butyldimethylsilyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) sodium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 20 min, 2.) THF, from -78 deg C to RT, 50 min

2: tributyltin hydride, AIBN / toluene / 4 h / Heating

3: 85 percent / BF₃*OEt₂ / 4 h / Ambient temperature

4: 100 percent / 30percent aq. HBr, acetic acid / CH₂Cl₂ / 4 h / Ambient temperature

5: 81 percent / Ag₂O, 4A molecular sieves / hexane; benzene / 2 h / Ambient temperature

6: 91 percent / CH₃ONa / methanol / 16 h

7: 97 percent / imidazole / dimethylformamide / 48 h / 70 °C

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen bromide; tri-n-butyl-tin hydride; sodium methylate; sodium hexamethyldisilazane; acetic acid; silver(l) oxide; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;

Reference yield:

: 526-55-6,930395-07-6
2-(3-indole)-ethanol

: 149831-89-0
2-(N-(phenylsulfonyl)indol-3-yl)ethyl 4-deoxy-6-(O-tert-butyldimethylsilyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / imidazole / dimethylformamide / 16 h / Ambient temperature

2: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF, RT, 16 h

3: 84 percent / tetrabutylammonium fluoride / tetrahydrofuran / 16 h / Ambient temperature

4: 81 percent / Ag₂O, 4A molecular sieves / hexane; benzene / 2 h / Ambient temperature

5: 91 percent / CH₃ONa / methanol / 16 h

6: 97 percent / imidazole / dimethylformamide / 48 h / 70 °C

With 1H-imidazole; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; silver(l) oxide; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; benzene;