tert-butyl ((R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)but-3-en-2-yl)((R)-2-((S)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecan-5-yl)but-3-en-1-yl)carbamate

Base Information

Chemical Name:tert-butyl ((R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)but-3-en-2-yl)((R)-2-((S)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecan-5-yl)but-3-en-1-yl)carbamate
CAS No.:1449117-96-7
Molecular Formula:C₄₂H₆₅BrN₂O₆SSi₂
Molecular Weight:862.129
Hs Code.:

Synonyms:tert-butyl ((R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)but-3-en-2-yl)((R)-2-((S)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecan-5-yl)but-3-en-1-yl)carbamate

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Chemical Property of tert-butyl ((R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)but-3-en-2-yl)((R)-2-((S)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecan-5-yl)but-3-en-1-yl)carbamate

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Technology Process of tert-butyl ((R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)but-3-en-2-yl)((R)-2-((S)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecan-5-yl)but-3-en-1-yl)carbamate

There total 11 articles about tert-butyl ((R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)but-3-en-2-yl)((R)-2-((S)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecan-5-yl)but-3-en-1-yl)carbamate 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:

: 1449117-92-3
(S)-4-benzyl-3-((S)-2-((S)-hydroxy(1-tosyl-1H-indol-3-yl)methyl)but-3-enoyl)-5,5-dimethyloxazolidin-2-one

: 1449117-96-7
tert-butyl ((R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)but-3-en-2-yl)((R)-2-((S)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecan-5-yl)but-3-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: hydrazine hydrate / tetrahydrofuran / 1 h / 0 °C

2: hydrogenchloride; tert.-butylnitrite / ethyl acetate; isopropyl alcohol / 1 h / 60 °C / Inert atmosphere

3: titanium tetrachloride; triethylsilane / dichloromethane / 1 h / 0 °C / Inert atmosphere

4: acetic acid; sodium cyanoborohydride / ethanol / 4 h / 80 °C / Inert atmosphere

5: sodium hydrogencarbonate / dichloromethane; water / 8 h / 20 °C

With hydrogenchloride; triethylsilane; tert.-butylnitrite; titanium tetrachloride; sodium cyanoborohydride; sodium hydrogencarbonate; hydrazine hydrate; acetic acid; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; isopropyl alcohol;
DOI:10.1021/ol4019562

Reference yield:

: 1449117-93-4
(S)-2-((S)-(4-bromo-1-tosyl-1H-indol-3-yl)(hydroxy)methyl)but-3-enehydrazide

: 1449117-96-7
tert-butyl ((R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)but-3-en-2-yl)((R)-2-((S)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecan-5-yl)but-3-en-1-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride; tert.-butylnitrite / ethyl acetate; isopropyl alcohol / 1 h / 60 °C / Inert atmosphere

2: titanium tetrachloride; triethylsilane / dichloromethane / 1 h / 0 °C / Inert atmosphere

3: acetic acid; sodium cyanoborohydride / ethanol / 4 h / 80 °C / Inert atmosphere

4: sodium hydrogencarbonate / dichloromethane; water / 8 h / 20 °C

With hydrogenchloride; triethylsilane; tert.-butylnitrite; titanium tetrachloride; sodium cyanoborohydride; sodium hydrogencarbonate; acetic acid; In ethanol; dichloromethane; water; ethyl acetate; isopropyl alcohol;
DOI:10.1021/ol4019562

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: C₃₇H₅₇BrN₂O₄SSi₂

: 1449117-96-7
tert-butyl ((R)-1-(4-bromo-1-tosyl-1H-indol-3-yl)but-3-en-2-yl)((R)-2-((S)-2,2,3,3,8,8,9,9-octamethyl-4,7-dioxa-3,8-disiladecan-5-yl)but-3-en-1-yl)carbamate

Guidance literature:: With sodium hydrogencarbonate; In dichloromethane; water; at 20 ℃; for 8h;
DOI:10.1021/ol4019562 DOI:10.1021/ol500159h DOI:10.1021/ol502316x