(S)-2-[2-(3-Iodo-propyl)-6-methyl-benzoylamino]-3-(4-nitro-phenyl)-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-[2-(3-Iodo-propyl)-6-methyl-benzoylamino]-3-(4-nitro-phenyl)-propionic acid methyl ester
CAS No.:401795-68-4
Molecular Formula:C₂₁H₂₃IN₂O₅
Molecular Weight:510.329
Hs Code.:

Synonyms:(S)-2-[2-(3-Iodo-propyl)-6-methyl-benzoylamino]-3-(4-nitro-phenyl)-propionic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-2-[2-(3-Iodo-propyl)-6-methyl-benzoylamino]-3-(4-nitro-phenyl)-propionic acid methyl ester

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Technology Process of (S)-2-[2-(3-Iodo-propyl)-6-methyl-benzoylamino]-3-(4-nitro-phenyl)-propionic acid methyl ester

There total 10 articles about (S)-2-[2-(3-Iodo-propyl)-6-methyl-benzoylamino]-3-(4-nitro-phenyl)-propionic 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: 70.0%

: (S)-2-[2-(3-Hydroxy-propyl)-6-methyl-benzoylamino]-3-(4-nitro-phenyl)-propionic acid methyl ester

: 401795-68-4
(S)-2-[2-(3-Iodo-propyl)-6-methyl-benzoylamino]-3-(4-nitro-phenyl)-propionic acid methyl ester

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1016/S0040-4039(01)01926-8

Reference yield:

: 3354-58-3
2-allyl-6-methylphenol

: 401795-68-4
(S)-2-[2-(3-Iodo-propyl)-6-methyl-benzoylamino]-3-(4-nitro-phenyl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 9-BBN / tetrahydrofuran / 24 h / Heating

1.2: 67 percent / NaOH; H₂O₂ / 4 h / 0 - 40 °C

2.1: 96 percent / imidazole / dimethylformamide / 5 h / 20 °C

3.1: 93 percent / DMAP / CH₂Cl₂ / 3 h / -70 - 20 °C

4.1: 99 percent / dppp; NEt₃ / Pd(OAc)2 / dimethylsulfoxide / 4 h / 80 °C

5.1: 99 percent / LiOH / methanol; H₂O / 15 h / Heating

6.1: imidazole / dimethylformamide / 15 h / 20 °C

7.1: K₂CO₃ / methanol / 20 h / 20 °C

8.1: 28 percent / HBTU; DIPEA / dimethylformamide / 15 h / 20 °C

9.1: 62 percent / TBAF / tetrahydrofuran / 3 h / 0 - 20 °C

10.1: 70 percent / PPh₃; imidazole; I₂ / CH₂Cl₂ / 15 h / 20 °C

With 1H-imidazole; dmap; lithium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; 1,3-bis-(diphenylphosphino)propane; tetrabutyl ammonium fluoride; iodine; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)01926-8

Reference yield:

: 1807-43-8
2-(3-hydroxypropyl)-6-methylphenol

: 401795-68-4
(S)-2-[2-(3-Iodo-propyl)-6-methyl-benzoylamino]-3-(4-nitro-phenyl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 96 percent / imidazole / dimethylformamide / 5 h / 20 °C

2: 93 percent / DMAP / CH₂Cl₂ / 3 h / -70 - 20 °C

3: 99 percent / dppp; NEt₃ / Pd(OAc)2 / dimethylsulfoxide / 4 h / 80 °C

4: 99 percent / LiOH / methanol; H₂O / 15 h / Heating

5: imidazole / dimethylformamide / 15 h / 20 °C

6: K₂CO₃ / methanol / 20 h / 20 °C

7: 28 percent / HBTU; DIPEA / dimethylformamide / 15 h / 20 °C

8: 62 percent / TBAF / tetrahydrofuran / 3 h / 0 - 20 °C

9: 70 percent / PPh₃; imidazole; I₂ / CH₂Cl₂ / 15 h / 20 °C

With 1H-imidazole; dmap; lithium hydroxide; 1,3-bis-(diphenylphosphino)propane; tetrabutyl ammonium fluoride; iodine; potassium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)01926-8