1-[4-(thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-amino-5 (S)-N-(N-methoxycarbonyl-(L)-valyl)amino-6-phenyl-2-azahexane

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Chemical Name:1-[4-(thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-amino-5 (S)-N-(N-methoxycarbonyl-(L)-valyl)amino-6-phenyl-2-azahexane
CAS No.:198904-61-9
Molecular Formula:C₂₇H₃₅N₅O₄S
Molecular Weight:525.672
Hs Code.:

Synonyms:1-[4-(thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-amino-5 (S)-N-(N-methoxycarbonyl-(L)-valyl)amino-6-phenyl-2-azahexane

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Chemical Property of 1-[4-(thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-amino-5 (S)-N-(N-methoxycarbonyl-(L)-valyl)amino-6-phenyl-2-azahexane

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Technology Process of 1-[4-(thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-amino-5 (S)-N-(N-methoxycarbonyl-(L)-valyl)amino-6-phenyl-2-azahexane

There total 8 articles about 1-[4-(thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-amino-5 (S)-N-(N-methoxycarbonyl-(L)-valyl)amino-6-phenyl-2-azahexane 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%

: 198904-60-8
N'-[(2S,3S)-2-Hydroxy-3-((S)-2-methoxycarbonylamino-3-methyl-butyrylamino)-4-phenyl-butyl]-N'-(4-thiazol-2-yl-benzyl)-hydrazinecarboxylic acid tert-butyl ester

: 198904-61-9
1-[4-(thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-amino-5 (S)-N-(N-methoxycarbonyl-(L)-valyl)amino-6-phenyl-2-azahexane

Guidance literature:: With formic acid; for 4h; Ambient temperature;
DOI:10.1021/jm970873c

Reference yield:

: 24856-58-4
1,1-dimethoxy-1-(4-bromophenyl)methane

: 198904-61-9
1-[4-(thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-amino-5 (S)-N-(N-methoxycarbonyl-(L)-valyl)amino-6-phenyl-2-azahexane

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) Mg, I₂, 2.) <1,3-bis(diphenylphosphino)propane>nickel(II) chloride, diisobutylaluminum hydride, 3.) aq. HCl

2: 73 percent / ethanol / 4 h / Heating

3: 1.) NaCNBH₃, p-TsOH, 2.) aq. NaOH / 1.) THF, RT, 37 h, 2.) THF, reflux, 3.5 h

4: 73 percent / propan-2-ol / 16 h / 80 °C

5: 91 percent / aq. K₂CO₃ / methanol / 3 h / Heating

6: 1.) N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride, 1-hydroxybenzotriazole, Et₃N / 1.) DMF, 30 min, 2.) DMF, RT, 3 h

7: 70 percent / HCO₂H / 4 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; formic acid; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); iodine; diisobutylaluminium hydride; sodium cyanoborohydride; potassium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; ethanol; isopropyl alcohol;
DOI:10.1021/jm970873c

Reference yield:

: 198904-53-9
4-(thiazol-2-yl)-benzaldehyde

: 198904-61-9
1-[4-(thiazol-2-yl)-phenyl]-4(S)-hydroxy-2-amino-5 (S)-N-(N-methoxycarbonyl-(L)-valyl)amino-6-phenyl-2-azahexane

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / ethanol / 4 h / Heating

2: 1.) NaCNBH₃, p-TsOH, 2.) aq. NaOH / 1.) THF, RT, 37 h, 2.) THF, reflux, 3.5 h

3: 73 percent / propan-2-ol / 16 h / 80 °C

4: 91 percent / aq. K₂CO₃ / methanol / 3 h / Heating

5: 1.) N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride, 1-hydroxybenzotriazole, Et₃N / 1.) DMF, 30 min, 2.) DMF, RT, 3 h

6: 70 percent / HCO₂H / 4 h / Ambient temperature

With sodium hydroxide; formic acid; sodium cyanoborohydride; potassium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; ethanol; isopropyl alcohol;
DOI:10.1021/jm970873c