2-(trimethylsilyl)ethyl N-<2-(1'-carbomethoxyindol-3'-yl)ethyl>-N-<(3(R)-hydroxycyclohex-4-en-1(R)yl)methyl>carbamate

Base Information

Chemical Name:2-(trimethylsilyl)ethyl N-<2-(1'-carbomethoxyindol-3'-yl)ethyl>-N-<(3(R*)-hydroxycyclohex-4-en-1(R*)yl)methyl>carbamate
CAS No.:101917-38-8
Molecular Formula:C₂₅H₃₆N₂O₅Si
Molecular Weight:472.657
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl N-<2-(1'-carbomethoxyindol-3'-yl)ethyl>-N-<(3(R*)-hydroxycyclohex-4-en-1(R*)yl)methyl>carbamate

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Chemical Property of 2-(trimethylsilyl)ethyl N-<2-(1'-carbomethoxyindol-3'-yl)ethyl>-N-<(3(R*)-hydroxycyclohex-4-en-1(R*)yl)methyl>carbamate

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Technology Process of 2-(trimethylsilyl)ethyl N-<2-(1'-carbomethoxyindol-3'-yl)ethyl>-N-<(3(R*)-hydroxycyclohex-4-en-1(R*)yl)methyl>carbamate

There total 7 articles about 2-(trimethylsilyl)ethyl N-<2-(1'-carbomethoxyindol-3'-yl)ethyl>-N-<(3(R*)-hydroxycyclohex-4-en-1(R*)yl)methyl>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: 79.0%

: 101917-37-7
2-(trimethylsilyl)ethyl N-<2-(1'-carbomethoxyindol-3'-yl)ethyl>-N-<(3(R*)-(tert-butyldimethylsiloxy)cyclohex-4-en-1(R*)-yl)methyl>carbamate

: 101917-38-8
2-(trimethylsilyl)ethyl N-<2-(1'-carbomethoxyindol-3'-yl)ethyl>-N-<(3(R*)-hydroxycyclohex-4-en-1(R*)yl)methyl>carbamate

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 25 ℃; for 20h;
DOI:10.1021/jo00362a030

Reference yield:

: 4720-83-6
6-oxabicyclo[3.2.1]oct-3-en-7-one

: 101917-38-8
2-(trimethylsilyl)ethyl N-<2-(1'-carbomethoxyindol-3'-yl)ethyl>-N-<(3(R*)-hydroxycyclohex-4-en-1(R*)yl)methyl>carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / chlorobenzene / 20 h / 120 °C

2: 95 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: 100 percent / sodium bis(methoxyethoxy)aluminum hydride / tetrahydrofuran; toluene / 3 h / Heating

4: 75 percent / triethylamine / CH₂Cl₂ / 3 h / 0 °C

5: 1.) potassium hydride / 1.) THF, 0 deg C, 2.) 30 min

6: 79 percent / acetic acid / tetrahydrofuran; H₂O / 20 h / 25 °C

With 1H-imidazole; potassium hydride; acetic acid; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; chlorobenzene; toluene;
DOI:10.1021/jo00362a030

Reference yield:

: 61-54-1
tryptamine

: 101917-38-8
2-(trimethylsilyl)ethyl N-<2-(1'-carbomethoxyindol-3'-yl)ethyl>-N-<(3(R*)-hydroxycyclohex-4-en-1(R*)yl)methyl>carbamate

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / chlorobenzene / 20 h / 120 °C

2: 95 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: 100 percent / sodium bis(methoxyethoxy)aluminum hydride / tetrahydrofuran; toluene / 3 h / Heating

4: 75 percent / triethylamine / CH₂Cl₂ / 3 h / 0 °C

5: 1.) potassium hydride / 1.) THF, 0 deg C, 2.) 30 min

6: 79 percent / acetic acid / tetrahydrofuran; H₂O / 20 h / 25 °C

With 1H-imidazole; potassium hydride; acetic acid; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; chlorobenzene; toluene;
DOI:10.1021/jo00362a030