(3R,4R,5S)-4-Acetylamino-5-azido-3-((S)-1-ethyl-3-phenyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester

Base Information

Chemical Name:(3R,4R,5S)-4-Acetylamino-5-azido-3-((S)-1-ethyl-3-phenyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester
CAS No.:1053608-70-0
Molecular Formula:C₂₂H₃₀N₄O₄
Molecular Weight:414.505
Hs Code.:

Synonyms:(3R,4R,5S)-4-Acetylamino-5-azido-3-((S)-1-ethyl-3-phenyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester

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Chemical Property of (3R,4R,5S)-4-Acetylamino-5-azido-3-((S)-1-ethyl-3-phenyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester

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Technology Process of (3R,4R,5S)-4-Acetylamino-5-azido-3-((S)-1-ethyl-3-phenyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester

There total 6 articles about (3R,4R,5S)-4-Acetylamino-5-azido-3-((S)-1-ethyl-3-phenyl-propoxy)-cyclohex-1-enecarboxylic 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:

: 1589-82-8
phenylmagnesium bromide

: 1053608-70-0
(3R,4R,5S)-4-Acetylamino-5-azido-3-((S)-1-ethyl-3-phenyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Li₂CuCl₄ / 1.) THF, ether, -35 deg C, 40 min, 2.) THF, ether, ether, 3 h

2: K₂CO₃ / methanol / 1 h / Ambient temperature

3: 1.) CuI / 1.) THF, ether, -40 deg C, 10 min, 2.) THF, ether, -40 deg C, 1 h

4: BF₃*Et₂O / 2 h / 70 - 75 °C

5: pyridine, (dimethylamino)pyridine / 18 h / Ambient temperature

With pyridine; dmap; copper(l) iodide; dilithium tetrachlorocuprate; boron trifluoride diethyl etherate; potassium carbonate; In methanol;
DOI:10.1021/jm980162u

Reference yield:

: 851372-04-8
(2R)-2-hydroxy-4-phenylbutyl 4-methylbenzenesulfonate

: 1053608-70-0
(3R,4R,5S)-4-Acetylamino-5-azido-3-((S)-1-ethyl-3-phenyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: K₂CO₃ / methanol / 1 h / Ambient temperature

2: 1.) CuI / 1.) THF, ether, -40 deg C, 10 min, 2.) THF, ether, -40 deg C, 1 h

3: BF₃*Et₂O / 2 h / 70 - 75 °C

4: pyridine, (dimethylamino)pyridine / 18 h / Ambient temperature

With pyridine; dmap; copper(l) iodide; boron trifluoride diethyl etherate; potassium carbonate; In methanol;
DOI:10.1021/jm980162u

Reference yield:

: 71747-37-0
(S)-1-phenylpentan-3-ol

: 1053608-70-0
(3R,4R,5S)-4-Acetylamino-5-azido-3-((S)-1-ethyl-3-phenyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: BF₃*Et₂O / 2 h / 70 - 75 °C

2: pyridine, (dimethylamino)pyridine / 18 h / Ambient temperature

With pyridine; dmap; boron trifluoride diethyl etherate;
DOI:10.1021/jm980162u