[(S)-1-((S)-2-{(S)-1-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl]-2-methyl-propylcarbamoyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Base Information

Chemical Name:[(S)-1-((S)-2-{(S)-1-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl]-2-methyl-propylcarbamoyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester
CAS No.:342897-01-2
Molecular Formula:C₃₂H₃₉N₅O₈
Molecular Weight:621.69
Hs Code.:

[(S)-1-((S)-2-{(S)-1-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl]-2-methyl-propylcarbamoyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Synonyms:[(S)-1-((S)-2-{(S)-1-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl]-2-methyl-propylcarbamoyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

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Chemical Property of [(S)-1-((S)-2-{(S)-1-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl]-2-methyl-propylcarbamoyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

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Technology Process of [(S)-1-((S)-2-{(S)-1-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl]-2-methyl-propylcarbamoyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

There total 10 articles about [(S)-1-((S)-2-{(S)-1-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl]-2-methyl-propylcarbamoyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl 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:

: {(S)-1-[(S)-2-((S)-1-{(R)-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazol-2-yl]-hydroxy-methyl}-2-methyl-propylcarbamoyl)-pyrrolidine-1-carbonyl]-2-methyl-propyl}-carbamic acid methyl ester

: 342897-01-2
[(S)-1-((S)-2-{(S)-1-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl]-2-methyl-propylcarbamoyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Guidance literature:: With 4-methyl-morpholine; oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -70 - -20 ℃; for 2.5h;
DOI:10.1016/S0968-0896(01)00007-4

Reference yield:

: 250165-20-9
tert-butoxy-N-[(1S)-1-((2R)-oxiran-2-yl)-2-methylpropyl]carboxamide

: 342897-01-2
[(S)-1-((S)-2-{(S)-1-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl]-2-methyl-propylcarbamoyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 59 percent / Li₂CO₃ / dimethylformamide / 17 h / 100 °C

2: 90 percent / 10-camphorsulfonic acid / dimethylformamide / 2 h / 20 °C

3: 8.74 g / potassium carbonate / methanol / 3 h / 20 °C

4: 73 percent / NaIO₄; RuCl₃*nH₂O / CCl₄; acetonitrile; H₂O

5: N-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / dimethylformamide / 20 °C

6: triethylamine / tetrahydrofuran / 15 h / 80 °C

7: ethanol / 80 °C

8: N-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; N-methylmorpholine / dimethylformamide / 7 h / 20 °C

9: oxalyl chloride; dimethyl sulfoxide; N-methylmorpholine / CH₂Cl₂ / 2.5 h / -70 - -20 °C

With 4-methyl-morpholine; ruthenium trichloride; sodium periodate; oxalyl dichloride; (1S)-10-camphorsulfonic acid; lithium carbonate; potassium carbonate; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 9: Swern oxidation;
DOI:10.1016/S0968-0896(01)00007-4

Reference yield:

: 342897-05-6
tert-butyl (4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-4-(methylethyl)-1,3-oxazolidine-3-carboxylate

: 342897-01-2
[(S)-1-((S)-2-{(S)-1-[4-(4-Benzyloxy-phenyl)-5-oxo-4,5-dihydro-[1,3,4]oxadiazole-2-carbonyl]-2-methyl-propylcarbamoyl}-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / NaIO₄; RuCl₃*nH₂O / CCl₄; acetonitrile; H₂O

2: N-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / dimethylformamide / 20 °C

3: triethylamine / tetrahydrofuran / 15 h / 80 °C

4: ethanol / 80 °C

5: N-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl; N-methylmorpholine / dimethylformamide / 7 h / 20 °C

6: oxalyl chloride; dimethyl sulfoxide; N-methylmorpholine / CH₂Cl₂ / 2.5 h / -70 - -20 °C

With 4-methyl-morpholine; ruthenium trichloride; sodium periodate; oxalyl dichloride; benzotriazol-1-ol; dimethyl sulfoxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 6: Swern oxidation;
DOI:10.1016/S0968-0896(01)00007-4