(2S,3S)-2-[(R)-7-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl ester

Base Information

Chemical Name:(2S,3S)-2-[(R)-7-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl ester
CAS No.:187872-75-9
Molecular Formula:C₄₁H₄₄N₂O₆
Molecular Weight:660.81
Hs Code.:

(2S,3S)-2-[(R)-7-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl ester

Synonyms:(2S,3S)-2-[(R)-7-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl ester

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Chemical Property of (2S,3S)-2-[(R)-7-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl ester

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Technology Process of (2S,3S)-2-[(R)-7-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl ester

There total 8 articles about (2S,3S)-2-[(R)-7-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl 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: 88.0%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 187872-73-7
(2S,3S)-2-[(R)-7-Amino-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl ester

: 187872-75-9
(2S,3S)-2-[(R)-7-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl ester

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1021/jm960553d

Reference yield:

: 4385-35-7
isochroman-3-one

: 187872-75-9
(2S,3S)-2-[(R)-7-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NH₄NO₃, trifluoroacetic anhydride, 2.) LDA

2: 48 percent / H₂SO₄ / Heating

3: 58 percent / CBr₄, Ph₃P / tetrahydrofuran / 3 h / Ambient temperature

4: 91 percent / Et₃N / tetrahydrofuran / 2 h / 45 °C

5: 47 percent / AcOH / toluene / Heating

6: 83 percent / ammonium formate, HCO₂H / 10percent Pd/C / CH₂Cl₂ / 1 h / Ambient temperature

7: 88 percent / pyridine / Ambient temperature

With pyridine; ammonium nitrate; formic acid; carbon tetrabromide; sulfuric acid; ammonium formate; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic anhydride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jm960553d

Reference yield:

: 5544-60-5
4-(benzyloxy)benzyl bromide

: 187872-75-9
(2S,3S)-2-[(R)-7-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-(4-hydroxy-benzyl)-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-3-methyl-pentanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NH₄NO₃, trifluoroacetic anhydride, 2.) LDA

2: 48 percent / H₂SO₄ / Heating

3: 58 percent / CBr₄, Ph₃P / tetrahydrofuran / 3 h / Ambient temperature

4: 91 percent / Et₃N / tetrahydrofuran / 2 h / 45 °C

5: 47 percent / AcOH / toluene / Heating

6: 83 percent / ammonium formate, HCO₂H / 10percent Pd/C / CH₂Cl₂ / 1 h / Ambient temperature

7: 88 percent / pyridine / Ambient temperature

With pyridine; ammonium nitrate; formic acid; carbon tetrabromide; sulfuric acid; ammonium formate; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic anhydride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jm960553d