1-(tert-Butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-5-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indole

Base Information

Chemical Name:1-(tert-Butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-5-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indole
CAS No.:840541-30-2
Molecular Formula:C₅₇H₆₅NO₅Si
Molecular Weight:872.232
Hs Code.:

1-(tert-Butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-5-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indole

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Chemical Property of 1-(tert-Butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-5-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indole

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Technology Process of 1-(tert-Butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-5-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indole

There total 7 articles about 1-(tert-Butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-5-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indole 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:

: 3,4,5-tris-benzyloxy-6-benzyloxymethyl-2-[1-(tert-butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-1H-indol-5-yl]-tetrahydro-pyran-2-ol

: 840541-30-2
1-(tert-Butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-5-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indole

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In acetonitrile; at -30 ℃;
DOI:10.1016/j.bmcl.2005.12.006

Reference yield:

: 5-bromo-3-formyl-indole-1-carboxylic acid diethylamide

: 840541-30-2
1-(tert-Butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-5-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indole

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 0 °C

2: Et₃SiH; SnCl₄ / CH₂Cl₂ / 0.33 h / -78 °C

3: aq. NaOH / ethanol / Heating

4: NaH / tetrahydrofuran / 0 - 20 °C

5: t-BuLi / tetrahydrofuran / -78 °C

6: Et₃SiH; BF₃*Et₂O / acetonitrile / -30 °C

With triethylsilane; sodium hydroxide; boron trifluoride diethyl etherate; tert.-butyl lithium; tin(IV) chloride; sodium hydride; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmcl.2005.12.006

Reference yield:

: 840541-28-8
5-bromo-3-(4-ethyl-benzyl)-1H-indole

: 840541-30-2
1-(tert-Butyl-dimethyl-silanyl)-3-(4-ethyl-benzyl)-5-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-1H-indole

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / tetrahydrofuran / 0 - 20 °C

2: t-BuLi / tetrahydrofuran / -78 °C

3: Et₃SiH; BF₃*Et₂O / acetonitrile / -30 °C

With triethylsilane; boron trifluoride diethyl etherate; tert.-butyl lithium; sodium hydride; In tetrahydrofuran; acetonitrile;
DOI:10.1016/j.bmcl.2005.12.006