3-(6-Benzyloxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-octanoic acid tert-butyl ester

Base Information

• Chemical Name: 3-(6-Benzyloxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-octanoic acid tert-butyl ester
• CAS No.: 181073-44-9
• Molecular Formula: C₂₈H₃₇NO₄
• Molecular Weight: 451.606

Synonyms:3-(6-Benzyloxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-octanoic acid tert-butyl ester

Chemical Property of 3-(6-Benzyloxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-octanoic acid tert-butyl ester

Chemical Property:

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Technology Process of 3-(6-Benzyloxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-octanoic acid tert-butyl ester

There total 4 articles about 3-(6-Benzyloxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-octanoic 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: 70.0%

1-(tert-butyldimethylsilyloxy)-1-tert-butoxyethylene (74786-02-0) + 6-Benzyloxy-2-(1-methoxy-hexyl)-3,4-dihydro-2H-isoquinolin-1-one (181073-38-1) → 3-(6-Benzyloxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-octanoic acid tert-butyl ester (181073-44-9)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; -78 deg C, r.t., 3 h;

DOI:10.1016/S0040-4039(97)01285-9

Reference yield:

Hexanoyl chloride (142-61-0) → 3-(6-Benzyloxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-octanoic acid tert-butyl ester (181073-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / NaH

2: 1.) DIBAH; 2.) HCl / 1.) -78 deg C

3: 70 percent / BF₃*Et₂O / CH₂Cl₂ / -78 deg C, r.t., 3 h

With hydrogenchloride; boron trifluoride diethyl etherate; sodium hydride; diisobutylaluminium hydride; In dichloromethane;

DOI:10.1016/S0040-4039(97)01285-9

Reference yield:

6-(benzyloxy)-3,4-dihydroisoquinolin-1(2H)-one (164147-66-4) → 3-(6-Benzyloxy-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)-octanoic acid tert-butyl ester (181073-44-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / NaH

2: 1.) DIBAH; 2.) HCl / 1.) -78 deg C

3: 70 percent / BF₃*Et₂O / CH₂Cl₂ / -78 deg C, r.t., 3 h

With hydrogenchloride; boron trifluoride diethyl etherate; sodium hydride; diisobutylaluminium hydride; In dichloromethane;

DOI:10.1016/S0040-4039(97)01285-9

upstream raw materials:

1-(tert-butyldimethylsilyloxy)-1-tert-butoxyethylene

6-Benzyloxy-2-(1-methoxy-hexyl)-3,4-dihydro-2H-isoquinolin-1-one

Hexanoyl chloride

6-(benzyloxy)-3,4-dihydroisoquinolin-1(2H)-one

Downstream raw materials:

3-{6-[4-(tert-Butoxycarbonylamino-imino-methyl)-benzyloxy]-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl}-octanoic acid tert-butyl ester

3-[6-(4-Cyano-benzyloxy)-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-octanoic acid tert-butyl ester

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