(S)-N-((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide hydrochloride

Base Information

Chemical Name:(S)-N-((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide hydrochloride
CAS No.:1338586-83-6
Molecular Formula:C₁₉H₂₁N₃O₃*ClH
Molecular Weight:375.855
Hs Code.:

Synonyms:(S)-N-((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide hydrochloride

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Chemical Property of (S)-N-((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide hydrochloride

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Technology Process of (S)-N-((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide hydrochloride

There total 5 articles about (S)-N-((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide hydrochloride 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: 89.5%

: 1338587-15-7
(S)-tert-butyl 3-(((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 1338586-83-6
(S)-N-((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide hydrochloride

Guidance literature:: With hydrogenchloride; In ethyl acetate; at 0 - 20 ℃; for 7h;
DOI:10.1016/j.bmc.2011.08.041

Reference yield:

: 115962-35-1,144069-68-1,78879-20-6
(3S)-2-tert-butoxycarbonyl-1,2,3,4-tetrahydroisoquinole-3-carboxylic acid

: 1338586-83-6
(S)-N-((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 12.5 h / 0 - 20 °C

2: methanol; hydroxylamine potassium salt / 12 h / 20 °C

3: hydrogenchloride / ethyl acetate / 7 h / 0 - 20 °C

With hydrogenchloride; methanol; dmap; hydroxylamine potassium salt; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; ethyl acetate;
DOI:10.1016/j.bmc.2011.08.041

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 1338586-83-6
(S)-N-((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogenchloride / water / 90 °C

2: sodium hydroxide

3: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 12.5 h / 0 - 20 °C

4: methanol; hydroxylamine potassium salt / 12 h / 20 °C

5: hydrogenchloride / ethyl acetate / 7 h / 0 - 20 °C

With hydrogenchloride; methanol; dmap; hydroxylamine potassium salt; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In dichloromethane; water; ethyl acetate; 1: Pictet-Spengler cyclisation;
DOI:10.1016/j.bmc.2011.08.041