tert-butyl [3-(4-tert-butylcyclohexa-1,4-dienyl)-propyl]-((1S,2R)-2-hydroxy-1-methyl-2-phenylethyl) carbamate

Base Information

Chemical Name:tert-butyl [3-(4-tert-butylcyclohexa-1,4-dienyl)-propyl]-((1S,2R)-2-hydroxy-1-methyl-2-phenylethyl) carbamate
CAS No.:936644-66-5
Molecular Formula:C₂₇H₄₁NO₃
Molecular Weight:427.627
Hs Code.:

Synonyms:tert-butyl [3-(4-tert-butylcyclohexa-1,4-dienyl)-propyl]-((1S,2R)-2-hydroxy-1-methyl-2-phenylethyl) carbamate

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Chemical Property of tert-butyl [3-(4-tert-butylcyclohexa-1,4-dienyl)-propyl]-((1S,2R)-2-hydroxy-1-methyl-2-phenylethyl) carbamate

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Technology Process of tert-butyl [3-(4-tert-butylcyclohexa-1,4-dienyl)-propyl]-((1S,2R)-2-hydroxy-1-methyl-2-phenylethyl) carbamate

There total 7 articles about tert-butyl [3-(4-tert-butylcyclohexa-1,4-dienyl)-propyl]-((1S,2R)-2-hydroxy-1-methyl-2-phenylethyl) 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:

: 936644-53-0
tert-butyl (1R,2S)-1-(tert-butyldimethylsilyloxy)-1-phenylpropan-2-yl(pent-4-ynyl)carbamate

: 2495-32-1
4,4-dimethyl-3-methylenepent-1-ene

: 936644-66-5
tert-butyl [3-(4-tert-butylcyclohexa-1,4-dienyl)-propyl]-((1S,2R)-2-hydroxy-1-methyl-2-phenylethyl) carbamate

: C₂₇H₄₁NO₃

Guidance literature:: tert-butyl (1R,2S)-1-(tert-butyldimethylsilyloxy)-1-phenylpropan-2-yl(pent-4-ynyl)carbamate; 4,4-dimethyl-3-methylenepent-1-ene; [Rh(cycloocta-1,5-diene)(naphthalene)]BF₄; In dichloromethane; at 20 ℃; for 2h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; Further stages. Title compound not separated from byproducts.;
DOI:10.1039/b700744b

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 936644-66-5
tert-butyl [3-(4-tert-butylcyclohexa-1,4-dienyl)-propyl]-((1S,2R)-2-hydroxy-1-methyl-2-phenylethyl) carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 74 percent / Et₃N / acetonitrile / 0 - 20 °C

2.1: triethylamine / acetonitrile / Heating

3.1: 3.02 g / tetrahydrofuran / 20 °C

4.1: 98 percent / imidazole / dimethylformamide / 20 °C

5.1: [Rh(cycloocta-1,5-diene)(naphthalene)]BF₄ / CH₂Cl₂ / 2 h / 20 °C

5.2: TBAF / tetrahydrofuran / 20 °C

With 1H-imidazole; triethylamine; [Rh(cycloocta-1,5-diene)(naphthalene)]BF₄; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/b700744b

Reference yield:

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

: 936644-66-5
tert-butyl [3-(4-tert-butylcyclohexa-1,4-dienyl)-propyl]-((1S,2R)-2-hydroxy-1-methyl-2-phenylethyl) carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 3.02 g / tetrahydrofuran / 20 °C

2.1: 98 percent / imidazole / dimethylformamide / 20 °C

3.1: [Rh(cycloocta-1,5-diene)(naphthalene)]BF₄ / CH₂Cl₂ / 2 h / 20 °C

3.2: TBAF / tetrahydrofuran / 20 °C

With 1H-imidazole; [Rh(cycloocta-1,5-diene)(naphthalene)]BF₄; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b700744b