((1S,2R)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-3-oxo-hexyl)-carbamic acid ethyl ester

Base Information

Chemical Name:((1S,2R)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-3-oxo-hexyl)-carbamic acid ethyl ester
CAS No.:167823-30-5
Molecular Formula:C₁₇H₃₁NO₄
Molecular Weight:313.437
Hs Code.:

Synonyms:((1S,2R)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-3-oxo-hexyl)-carbamic acid ethyl ester

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Chemical Property of ((1S,2R)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-3-oxo-hexyl)-carbamic acid ethyl ester

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Technology Process of ((1S,2R)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-3-oxo-hexyl)-carbamic acid ethyl ester

There total 7 articles about ((1S,2R)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-3-oxo-hexyl)-carbamic acid ethyl ester 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:

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 167823-30-5
((1S,2R)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-3-oxo-hexyl)-carbamic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / Rh-Pd-C / propan-2-ol / 50 °C / 2585.7 Torr

2: 1) N-methylpiperidine, ethyl chloroformate, 2) N-methylpiperidine / 1) CH₂Cl₂, -40 deg C, 2 h, 2) CH₂Cl₂, -30 deg C -> 20 deg C; 20 deg C, 8 h

3: sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 1.5 h / -15 °C

4: acetone cyanohydrin, tetrabutylammonium iodide / H₂O; heptane / 25 °C

5: 132.8 g / HCl / H₂O / 3 h / 80 °C

6: NaOH / H₂O / 2.5 h / 5 °C

7: LiBr / toluene; tetrahydrofuran; pentane / 2 h / 5 - 10 °C

With N-methylcyclohexylamine; hydrogenchloride; sodium hydroxide; hydrogen; chloroformic acid ethyl ester; tetra-(n-butyl)ammonium iodide; 2-hydroxy-2-methylpropanenitrile; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium bromide; Rh-Pd on carbon; In tetrahydrofuran; n-heptane; water; isopropyl alcohol; toluene; pentane;
DOI:10.1021/jo960694n

Reference yield:

: 920-36-5,90269-51-5
(2-methylpropyl)lithium

: 167823-29-2
4-cyclohexyl-3-(S)-ethoxycarbonylamino-2-(R)-hydroxybutyric acid

: 167823-30-5
((1S,2R)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-3-oxo-hexyl)-carbamic acid ethyl ester

Guidance literature:: With lithium bromide; In tetrahydrofuran; toluene; pentane; at 5 - 10 ℃; for 2h; Yield given;
DOI:10.1021/jo960694n

Reference yield:

: 98105-42-1
(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

: 167823-30-5
((1S,2R)-1-Cyclohexylmethyl-2-hydroxy-5-methyl-3-oxo-hexyl)-carbamic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: acetone cyanohydrin, tetrabutylammonium iodide / H₂O; heptane / 25 °C

2: 132.8 g / HCl / H₂O / 3 h / 80 °C

3: NaOH / H₂O / 2.5 h / 5 °C

4: LiBr / toluene; tetrahydrofuran; pentane / 2 h / 5 - 10 °C

With hydrogenchloride; sodium hydroxide; tetra-(n-butyl)ammonium iodide; 2-hydroxy-2-methylpropanenitrile; lithium bromide; In tetrahydrofuran; n-heptane; water; toluene; pentane;
DOI:10.1021/jo960694n