(3R,4R,5S)-ethyl 4-acetamido-5-(benzoylamido)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Base Information

Chemical Name:(3R,4R,5S)-ethyl 4-acetamido-5-(benzoylamido)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate
CAS No.:1191921-02-4
Molecular Formula:C₂₃H₃₂N₂O₅
Molecular Weight:416.517
Hs Code.:

Synonyms:(3R,4R,5S)-ethyl 4-acetamido-5-(benzoylamido)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

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Chemical Property of (3R,4R,5S)-ethyl 4-acetamido-5-(benzoylamido)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

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Technology Process of (3R,4R,5S)-ethyl 4-acetamido-5-(benzoylamido)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

There total 5 articles about (3R,4R,5S)-ethyl 4-acetamido-5-(benzoylamido)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate 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: 74.0%

: 65-85-0,8013-63-6
benzoic acid

: 204255-11-8
oseltamivir phosphate

: 1191921-02-4
(3R,4R,5S)-ethyl 4-acetamido-5-(benzoylamido)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1111/cbdd.13060

Reference yield:

: 1151665-75-6
(3R,4S,5R)-3-azido-4,5-bis-methanesulfonyloxy-cyclohex-1-enecarboxylic acid ethyl ester

: 1191921-02-4
(3R,4R,5S)-ethyl 4-acetamido-5-(benzoylamido)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triphenylphosphine / tetrahydrofuran / 20 °C / Inert atmosphere

1.2: 8 h / 0 - 5 °C

2.1: dmap; triethylamine

2.2: 0 - 5 °C

3.1: boron trifluoride diethyl etherate / 8 h / 0 - 20 °C / Inert atmosphere

4.1: sodium azide / water; ethanol / 8 h / 80 °C

5.1: hydrogen / ethanol / 16 h / 20 °C

5.2: 0.5 h / 50 °C

6.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With dmap; sodium azide; boron trifluoride diethyl etherate; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1111/cbdd.13060

Reference yield:

: 1151665-76-7
ethyl (1S,5R,6S)-5-methanesulfonyloxy-7-azabicyclo[4.1.0]hept-2-ene-3-carboxylate

: 1191921-02-4
(3R,4R,5S)-ethyl 4-acetamido-5-(benzoylamido)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; triethylamine

1.2: 0 - 5 °C

2.1: boron trifluoride diethyl etherate / 8 h / 0 - 20 °C / Inert atmosphere

3.1: sodium azide / water; ethanol / 8 h / 80 °C

4.1: hydrogen / ethanol / 16 h / 20 °C

4.2: 0.5 h / 50 °C

5.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With dmap; sodium azide; boron trifluoride diethyl etherate; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In ethanol; dichloromethane; water;
DOI:10.1111/cbdd.13060