(R)-1-(2-Iodomethyl-oxazole-4-carbonyl)-pyrrolidine-2-carboxylic acid (E)-(1R,2R)-4-[(2E,4E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-4-methyl-octa-2,4-dienylcarbamoyl]-1-isopropyl-2-methyl-but-3-enyl ester

Base Information

Chemical Name:(R)-1-(2-Iodomethyl-oxazole-4-carbonyl)-pyrrolidine-2-carboxylic acid (E)-(1R,2R)-4-[(2E,4E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-4-methyl-octa-2,4-dienylcarbamoyl]-1-isopropyl-2-methyl-but-3-enyl ester
CAS No.:208465-71-8
Molecular Formula:C₄₄H₅₈IN₃O₇Si
Molecular Weight:895.95
Hs Code.:

(R)-1-(2-Iodomethyl-oxazole-4-carbonyl)-pyrrolidine-2-carboxylic acid (E)-(1R,2R)-4-[(2E,4E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-4-methyl-octa-2,4-dienylcarbamoyl]-1-isopropyl-2-methyl-but-3-enyl ester

Synonyms:(R)-1-(2-Iodomethyl-oxazole-4-carbonyl)-pyrrolidine-2-carboxylic acid (E)-(1R,2R)-4-[(2E,4E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-4-methyl-octa-2,4-dienylcarbamoyl]-1-isopropyl-2-methyl-but-3-enyl ester

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Chemical Property of (R)-1-(2-Iodomethyl-oxazole-4-carbonyl)-pyrrolidine-2-carboxylic acid (E)-(1R,2R)-4-[(2E,4E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-4-methyl-octa-2,4-dienylcarbamoyl]-1-isopropyl-2-methyl-but-3-enyl ester

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Technology Process of (R)-1-(2-Iodomethyl-oxazole-4-carbonyl)-pyrrolidine-2-carboxylic acid (E)-(1R,2R)-4-[(2E,4E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-4-methyl-octa-2,4-dienylcarbamoyl]-1-isopropyl-2-methyl-but-3-enyl ester

There total 16 articles about (R)-1-(2-Iodomethyl-oxazole-4-carbonyl)-pyrrolidine-2-carboxylic acid (E)-(1R,2R)-4-[(2E,4E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-4-methyl-octa-2,4-dienylcarbamoyl]-1-isopropyl-2-methyl-but-3-enyl 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: 100.0%

: 208465-70-7
(R)-((3R,4R,E)-7-((S,2E,4E)-6-(tert-butyldiphenylsilyloxy)-8-hydroxy-4-methylocta-2,4-dienylamino)-2,4-dimethyl-7-oxohept-5-en-3-yl) 1-(2-(chloromethyl)oxazole-4-carbonyl)pyrrolidine-2-carboxylate

: 208465-71-8
(R)-1-(2-Iodomethyl-oxazole-4-carbonyl)-pyrrolidine-2-carboxylic acid (E)-(1R,2R)-4-[(2E,4E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-4-methyl-octa-2,4-dienylcarbamoyl]-1-isopropyl-2-methyl-but-3-enyl ester

Guidance literature:: With sodium iodide; In acetone; for 6h; Ambient temperature;
DOI:10.1016/S0040-4039(98)00499-7

Reference yield:

: 141901-95-3
methyl (4R,5R,E)-5-hydroxy-4,6-dimethylhept-2-enoate

: 208465-71-8
(R)-1-(2-Iodomethyl-oxazole-4-carbonyl)-pyrrolidine-2-carboxylic acid (E)-(1R,2R)-4-[(2E,4E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-4-methyl-octa-2,4-dienylcarbamoyl]-1-isopropyl-2-methyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / EDC*HCl, DMAP / CH₂Cl₂ / 5 h / Ambient temperature

2: 96 percent / trifluoroacetic acid / 0.5 h / 0 °C

3: 74 percent / EDC*HCl, HOBT, NEt₃ / 1,2-dichloro-ethane; H₂O / 5 h / Ambient temperature

4: 1M LiOH / tetrahydrofuran; H₂O / 6 h / Ambient temperature

5: 77 percent / EDC*HCl, HOBT, NEt₃ / 1,2-dichloro-ethane; H₂O / 5 h / Ambient temperature

6: 66 percent / AcOH / H₂O; tetrahydrofuran / 7 h / Ambient temperature

7: 100 percent / NaI / acetone / 6 h / Ambient temperature

With dmap; lithium hydroxide; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; acetone; trifluoroacetic acid;
DOI:10.1016/S0040-4039(98)00499-7

Reference yield:

: 141859-95-2
(2S,3R)-1-Benzenesulfonyl-2,4-dimethyl-pentan-3-ol

: 208465-71-8
(R)-1-(2-Iodomethyl-oxazole-4-carbonyl)-pyrrolidine-2-carboxylic acid (E)-(1R,2R)-4-[(2E,4E)-(S)-6-(tert-butyl-diphenyl-silanyloxy)-8-hydroxy-4-methyl-octa-2,4-dienylcarbamoyl]-1-isopropyl-2-methyl-but-3-enyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 88 percent / PPTS / CH₂Cl₂ / 72 h / Ambient temperature

2: LDA, HMPT / tetrahydrofuran / 3.5 h / -78 deg C to rt

3: diethyl ether / 1 h / 0 °C

4: CAN / H₂O; CH₂Cl₂

5: 94 percent / EDC*HCl, DMAP / CH₂Cl₂ / 5 h / Ambient temperature

6: 96 percent / trifluoroacetic acid / 0.5 h / 0 °C

7: 74 percent / EDC*HCl, HOBT, NEt₃ / 1,2-dichloro-ethane; H₂O / 5 h / Ambient temperature

8: 1M LiOH / tetrahydrofuran; H₂O / 6 h / Ambient temperature

9: 77 percent / EDC*HCl, HOBT, NEt₃ / 1,2-dichloro-ethane; H₂O / 5 h / Ambient temperature

10: 66 percent / AcOH / H₂O; tetrahydrofuran / 7 h / Ambient temperature

11: 100 percent / NaI / acetone / 6 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium hydroxide; ammonium cerium(IV) nitrate; pyridinium p-toluenesulfonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; acetone; trifluoroacetic acid;
DOI:10.1016/S0040-4039(98)00499-7