Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-benzyl-pyrrolidine-2-carboxylate

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Chemical Name:Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-benzyl-pyrrolidine-2-carboxylate
CAS No.:126187-74-4
Molecular Formula:C₂₈H₃₇N₂O₆P*2Li
Molecular Weight:542.467
Hs Code.:

Synonyms:Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-benzyl-pyrrolidine-2-carboxylate

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Chemical Property of Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-benzyl-pyrrolidine-2-carboxylate

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Technology Process of Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-benzyl-pyrrolidine-2-carboxylate

There total 9 articles about Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-benzyl-pyrrolidine-2-carboxylate 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: 77.0%

: (2S,4S)-4-Benzyl-1-[(S)-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-6-(2,2,2-trifluoro-acetylamino)-hexanoyl]-pyrrolidine-2-carboxylic acid methyl ester

: 126187-74-4
Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-benzyl-pyrrolidine-2-carboxylate

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; for 2h; Ambient temperature;
DOI:10.1021/jm00167a028

Reference yield:

: 42491-84-9
(S)-6-Amino-2-hydroxyhexanoic acid

: 126187-74-4
Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-benzyl-pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) bis(trimethylsilyl)trifluoroacetamide / 1.) acetonitrile, room temp., 2 h

2: potassium carbonate / dimethylformamide / 5 h / Ambient temperature

3: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / Ambient temperature

4: NaIO₄ / dioxane; H₂O / 18 h / Ambient temperature

5: H₂ / 10percent Pd/C / methanol; H₂O / 2 h / 1551.4 Torr

6: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 0 °C

7: triethylamine / tetrahydrofuran / 4.5 h / Ambient temperature

8: 77 percent / 1.0 N LiOH / dioxane / 2 h / Ambient temperature

With dmap; lithium hydroxide; sodium periodate; bis(trimethylsilyl)trifluoroacetamide; hydrogen; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00167a028

Reference yield:

: 86552-32-1
(4-phenylbutyl)phosphinic acid

: 126187-74-4
Lithium; (2S,4S)-1-{(S)-6-amino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-4-benzyl-pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: N,N'-dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / tetrahydrofuran / 2 h / Ambient temperature

2: NaIO₄ / dioxane; H₂O / 18 h / Ambient temperature

3: H₂ / 10percent Pd/C / methanol; H₂O / 2 h / 1551.4 Torr

4: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 0 °C

5: triethylamine / tetrahydrofuran / 4.5 h / Ambient temperature

6: 77 percent / 1.0 N LiOH / dioxane / 2 h / Ambient temperature

With dmap; lithium hydroxide; sodium periodate; hydrogen; triethylamine; dicyclohexyl-carbodiimide; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1021/jm00167a028