[(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-1-(5,6,7-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indol-6-yl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Base Information

Chemical Name:[(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-1-(5,6,7-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indol-6-yl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside
CAS No.:366789-57-3
Molecular Formula:C₅₁H₅₈N₂O₁₅Si
Molecular Weight:967.111
Hs Code.:

[(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-1-(5,6,7-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indol-6-yl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Synonyms:[(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-1-(5,6,7-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indol-6-yl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

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Chemical Property of [(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-1-(5,6,7-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indol-6-yl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

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Technology Process of [(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-1-(5,6,7-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indol-6-yl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

There total 6 articles about [(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-1-(5,6,7-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indol-6-yl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 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%

: 86520-63-0
2,3,4,6-tetra-O-acetyl-α-galactopyranosyl trichloroacetimidate

: 366789-55-1
(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-6-hydroxy-1-(5',6',7'-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indole

: 366789-57-3
[(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-1-(5,6,7-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indol-6-yl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Guidance literature:: With 4 Angstroem MS; boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/S0968-0896(01)00098-0

Reference yield:

: 128781-07-7
5,6,7-trimethoxy-1H-indole-2-carboxylic acid

: 366789-57-3
[(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-1-(5,6,7-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indol-6-yl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 57 percent / EDC / dimethylformamide / 20 h / 50 °C

2: 92 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 60 °C

3: 64 percent / H₂ / 10 percent Pd/C / ethyl acetate / 16 h / 20 °C / 2250.18 Torr

4: 62 percent / 4 Angstroem MS; BF₃*OEt₂ / CH₂Cl₂ / 16 h / 20 °C

With dmap; 4 Angstroem MS; boron trifluoride diethyl etherate; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(01)00098-0

Reference yield:

: 366789-52-8
6-benzyloxy-3-hydroxymethyl-2,3-dihydro-1H-indole

: 366789-57-3
[(3R/S)-3-(tert-butyldiphenylsilyl)oxymethyl-1-(5,6,7-trimethoxyindol-2'-yl-carbonyl)-2,3-dihydro-1H-indol-6-yl]-2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 57 percent / EDC / dimethylformamide / 20 h / 50 °C

2: 92 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 60 °C

3: 64 percent / H₂ / 10 percent Pd/C / ethyl acetate / 16 h / 20 °C / 2250.18 Torr

4: 62 percent / 4 Angstroem MS; BF₃*OEt₂ / CH₂Cl₂ / 16 h / 20 °C

With dmap; 4 Angstroem MS; boron trifluoride diethyl etherate; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(01)00098-0