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

Base Information

Chemical Name:(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-tert-butyldimethylsilyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide
CAS No.:140161-17-7
Molecular Formula:C₂₃H₃₉ClN₂O₄Si
Molecular Weight:471.112
Hs Code.:

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

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

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

There total 6 articles about (2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-tert-butyldimethylsilyloxy-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:

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

: 140161-17-7
(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-tert-butyldimethylsilyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 140161-13-3
N-ethyl-4-hydroxy-(S)-prolineethyl ester

: 140161-17-7
(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-tert-butyldimethylsilyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / imidazole / dimethylformamide / 72 h

2: 93 percent / KI, NH₃ / methanol / 168 h / 40 °C

3: 82 percent / LiAlH₄ / diethyl ether / 48 h / Heating

4: 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

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

Reference yield:

: 140161-15-5
(2S,4R)-(-)-1-ethyl-4-tert-butyldimethylsilyloxy-2-pyrrolidinecarboxamide

: 140161-17-7
(2'S,4'R)-(-)-5-chloro-3-ethyl-N-<(1-ethyl-4-tert-butyldimethylsilyloxy-2-pyrrolidinyl)methyl>-6-methoxysalicylamide

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / LiAlH₄ / diethyl ether / 48 h / Heating

2: 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

With lithium aluminium tetrahydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In diethyl ether;
DOI:10.1248/cpb.39.3211