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

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Chemical Name:(S)-tert-butyl 3-(((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
CAS No.:1338587-15-7
Molecular Formula:C₂₄H₂₉N₃O₅
Molecular Weight:439.511
Hs Code.:

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

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Chemical Property of (S)-tert-butyl 3-(((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

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Technology Process of (S)-tert-butyl 3-(((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

There total 3 articles about (S)-tert-butyl 3-(((S)-1-(hydroxyamino)-1-oxo-3-phenylpropan-2-yl)carbamoyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 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:

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

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

Guidance literature:: Multi-step reaction with 2 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

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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 77497-95-1
(3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride

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

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydroxide

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

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

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