(2R,3S)-3-[7-Methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-1-trityloxy-butan-2-ol

Base Information

Chemical Name:(2R,3S)-3-[7-Methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-1-trityloxy-butan-2-ol
CAS No.:436093-34-4
Molecular Formula:C₃₉H₃₇NO₅S
Molecular Weight:631.792
Hs Code.:

Synonyms:(2R,3S)-3-[7-Methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-1-trityloxy-butan-2-ol

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Chemical Property of (2R,3S)-3-[7-Methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-1-trityloxy-butan-2-ol

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Technology Process of (2R,3S)-3-[7-Methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-1-trityloxy-butan-2-ol

There total 9 articles about (2R,3S)-3-[7-Methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-1-trityloxy-butan-2-ol 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: 89.0%

: 98-59-9
p-toluenesulfonyl chloride

: 436092-17-0
(2R,3S)-3-(7-Methoxy-1H-indol-4-yl)-1-trityloxy-butan-2-ol

: 436093-34-4
(2R,3S)-3-[7-Methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-1-trityloxy-butan-2-ol

Guidance literature:: With sodium hydride;
DOI:10.1016/S0040-4039(01)02331-0

Reference yield:

: 4920-77-8
3-methyl-2-nitrophenol

: 436093-34-4
(2R,3S)-3-[7-Methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-1-trityloxy-butan-2-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / Br₂ / acetic acid / 6 h

2: 100 percent / K₂CO₃ / Heating

3: pyrrolidine / dimethylformamide / 14 h / 110 °C

4: NH₂NH₂*H₂O; Raney-Ni / methanol; tetrahydrofuran

5: 82 percent / nBuLi / tetrahydrofuran

6: 92 percent / nBuLi; BF₃*Et₂O; CuCN / tetrahydrofuran / -78 °C

7: 98 percent / nBu₄NF

8: 89 percent / NaH

With pyrrolidine; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; bromine; nickel; sodium hydride; potassium carbonate; hydrazine hydrate; In tetrahydrofuran; methanol; acetic acid; N,N-dimethyl-formamide; 3: Batcho-Leimgruber indole synthesis;
DOI:10.1016/S0040-4039(01)02331-0

Reference yield:

: 85598-12-5
4-bromo-3-methyl-2-nitro-phenol

: 436093-34-4
(2R,3S)-3-[7-Methoxy-1-(toluene-4-sulfonyl)-1H-indol-4-yl]-1-trityloxy-butan-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / K₂CO₃ / Heating

2: pyrrolidine / dimethylformamide / 14 h / 110 °C

3: NH₂NH₂*H₂O; Raney-Ni / methanol; tetrahydrofuran

4: 82 percent / nBuLi / tetrahydrofuran

5: 92 percent / nBuLi; BF₃*Et₂O; CuCN / tetrahydrofuran / -78 °C

6: 98 percent / nBu₄NF

7: 89 percent / NaH

With pyrrolidine; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; nickel; sodium hydride; potassium carbonate; hydrazine hydrate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 2: Batcho-Leimgruber indole synthesis;
DOI:10.1016/S0040-4039(01)02331-0