(2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-(1-ethoxyethoxy)butanoic acid

Base Information

Chemical Name:(2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-(1-ethoxyethoxy)butanoic acid
CAS No.:1053254-61-7
Molecular Formula:C₁₉H₃₅NO₆
Molecular Weight:373.49
Hs Code.:

Synonyms:(2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-(1-ethoxyethoxy)butanoic acid

Suppliers and Price of (2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-(1-ethoxyethoxy)butanoic acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 2 raw suppliers

Chemical Property of (2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-(1-ethoxyethoxy)butanoic acid

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-(1-ethoxyethoxy)butanoic acid

There total 11 articles about (2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-(1-ethoxyethoxy)butanoic acid 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:

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

: 1053254-61-7
(2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-(1-ethoxyethoxy)butanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / H₂ / Pd(OH)2/C / ethyl acetate / 760 Torr

2: 83 percent / imidazole / dimethylformamide / 48 h / 20 °C

3: 89 percent / PPh₃; diethyl azodicarboxylate / benzene / 12 h / 20 °C

4: 71 percent / DIBALH / CH₂Cl₂; hexane / 2 h / -20 °C

5: 83 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 20 °C

6: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

7: 86 percent / NaIO₄; NaHCO₃ / RuCl₃ / acetonitrile; CCl₄; H₂O / 48 h / 20 °C

With 1H-imidazole; sodium periodate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; triphenylphosphine; diethylazodicarboxylate; ruthenium trichloride; palladium dihydroxide; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; benzene; 1: Hydrogenolysis / 2: silylation / 3: Mitsunobu reaction / 4: Reduction / 5: Addition / 6: desilylation / 7: Oxidation;
DOI:10.1021/jo960351p

Reference yield:

: 1589-44-2
(E)-4-cyclohexyl-2-buten-1-ol

: 1053254-61-7
(2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-(1-ethoxyethoxy)butanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: 4 Angstroem molecular sieves; D-(-)-diisopropyl tartrate / titanium tetraisopropoxide / CH₂Cl₂ / 0.5 h / -20 °C

1.2: tert-butyl hydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 24 h / -20 °C

2.1: 99 percent / titanium diazidodiisopropoxide / benzene / 0.13 h / 75 °C

3.1: 97 percent / H₂ / Pd/C / ethyl acetate / 18 h / 760 Torr

4.1: 83 percent / imidazole / dimethylformamide / 48 h / 20 °C

5.1: 89 percent / PPh₃; diethyl azodicarboxylate / benzene / 12 h / 20 °C

6.1: 71 percent / DIBALH / CH₂Cl₂; hexane / 2 h / -20 °C

7.1: 83 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 20 °C

8.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

9.1: 86 percent / NaIO₄; NaHCO₃ / RuCl₃ / acetonitrile; CCl₄; H₂O / 48 h / 20 °C

With 1H-imidazole; sodium periodate; diisopropoxytitanium diazide; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; triphenylphosphine; diethylazodicarboxylate; titanium(IV) isopropylate; ruthenium trichloride; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; benzene; 1.1: Sharpless epoxidation / 1.2: Sharpless epoxidation / 2.1: Ring cleavage / 3.1: Hydrogenolysis / 4.1: silylation / 5.1: Mitsunobu reaction / 6.1: Reduction / 7.1: Addition / 8.1: desilylation / 9.1: Oxidation;
DOI:10.1021/jo960351p

Reference yield:

: 105198-42-3,105198-39-8
ethyl (2E)-4-cyclohexyl-2-butenoate

: 1053254-61-7
(2R,3S)-3-[(tert-butoxycarbonyl)amino]-4-cyclohexyl-2-(1-ethoxyethoxy)butanoic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: 6.77 g / DIBALH / diethyl ether; hexane / 0.5 h / -78 °C

2.1: 4 Angstroem molecular sieves; D-(-)-diisopropyl tartrate / titanium tetraisopropoxide / CH₂Cl₂ / 0.5 h / -20 °C

2.2: tert-butyl hydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 24 h / -20 °C

3.1: 99 percent / titanium diazidodiisopropoxide / benzene / 0.13 h / 75 °C

4.1: 97 percent / H₂ / Pd/C / ethyl acetate / 18 h / 760 Torr

5.1: 83 percent / imidazole / dimethylformamide / 48 h / 20 °C

6.1: 89 percent / PPh₃; diethyl azodicarboxylate / benzene / 12 h / 20 °C

7.1: 71 percent / DIBALH / CH₂Cl₂; hexane / 2 h / -20 °C

8.1: 83 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 20 °C

9.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.17 h / 20 °C

10.1: 86 percent / NaIO₄; NaHCO₃ / RuCl₃ / acetonitrile; CCl₄; H₂O / 48 h / 20 °C

With 1H-imidazole; sodium periodate; diisopropoxytitanium diazide; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; triphenylphosphine; diethylazodicarboxylate; titanium(IV) isopropylate; ruthenium trichloride; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; benzene; 1.1: Reduction / 2.1: Sharpless epoxidation / 2.2: Sharpless epoxidation / 3.1: Ring cleavage / 4.1: Hydrogenolysis / 5.1: silylation / 6.1: Mitsunobu reaction / 7.1: Reduction / 8.1: Addition / 9.1: desilylation / 10.1: Oxidation;
DOI:10.1021/jo960351p