(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-methanesulfonyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

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Chemical Name:(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-methanesulfonyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide
CAS No.:140161-20-2
Molecular Formula:C₁₈H₂₇ClN₂O₆S
Molecular Weight:434.941
Hs Code.:

Synonyms:(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-methanesulfonyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

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Chemical Property of (2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-methanesulfonyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

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Technology Process of (2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-methanesulfonyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

There total 9 articles about (2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-methanesulfonyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide 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: 84.0%

: 124-63-0
methanesulfonyl chloride

: 140161-18-8
(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-hydroxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

: 140161-20-2
(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-methanesulfonyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1248/cpb.39.3211

Reference yield:

: 33996-30-4
trans-4-hydroxy-L-proline ethyl ester hydrochloride

: 140161-20-2
(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-methanesulfonyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

Guidance literature:: Multi-step reaction with 7 steps

1: 54 percent / triethylamine / dioxane; H₂O / 120 h / Ambient temperature

2: 99 percent / imidazole / dimethylformamide / 72 h

3: 93 percent / KI, NH₃ / methanol / 168 h / 40 °C

4: 82 percent / LiAlH₄ / diethyl ether / 48 h / Heating

5: 1.) 1-hydroxybenzotriazole, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / 1.) CH₂Cl₂, a) -10 deg C, 100 min, b) RT, 30 min, 2.) CH₂Cl₂, RT, overnight

6: 94 percent / n-Bu₄NF / tetrahydrofuran / 72 h / Ambient temperature

7: 84 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1248/cpb.39.3211

Reference yield:

: 101536-78-1
3-chloro-5-ethyl-6-hydroxy-2-methoxybenzoic acid

: 140161-20-2
(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-methanesulfonyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 1-hydroxybenzotriazole, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride / 1.) CH₂Cl₂, a) -10 deg C, 100 min, b) RT, 30 min, 2.) CH₂Cl₂, RT, overnight

2: 94 percent / n-Bu₄NF / tetrahydrofuran / 72 h / Ambient temperature

3: 84 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

With tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.39.3211