7-{5-[3-(3-tert-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid

Base Information

Chemical Name:7-{5-[3-(3-tert-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid
CAS No.:852540-92-2
Molecular Formula:C₃₀H₃₅NO₅
Molecular Weight:489.612
Hs Code.:

7-{5-[3-(3-<i>tert</i>-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid

Synonyms:7-{5-[3-(3-tert-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid

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Chemical Property of 7-{5-[3-(3-tert-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid

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Technology Process of 7-{5-[3-(3-tert-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid

There total 19 articles about 7-{5-[3-(3-tert-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid 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:

: (3-{3-[5-(7-formyl-naphthalen-2-yl)-4-oxo-pentyl]-phenyl}-propyl)-carbamic acid tert-butyl ester

: 852540-92-2
7-{5-[3-(3-tert-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at 20 ℃; for 1h;
DOI:10.1021/ja042848j

Reference yield:

: 852540-82-0
tert-butyl 3-(3-bromophenyl)propylcarbamate

: 852540-92-2
7-{5-[3-(3-tert-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: 91 percent / (Ph₃P)4Pd; CuI; Et₂NH / dimethylformamide / 9 h / 80 °C

2.1: 98 percent / H₂ / Pd/C / ethanol; ethyl acetate / 12 h / 20 °C

3.1: 78 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

4.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 80 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

5.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

6.1: 88 percent / SmI₂ / tetrahydrofuran / 0.25 h / -20 °C

7.1: 87 percent / HF*pyridine / tetrahydrofuran / 0.08 h / 0 °C

8.1: MnO₂ / CH₂Cl₂ / 1 h / 20 °C

9.1: 1.57 g / 2-methyl-2-butene; NaH₂PO₄; aq. NaClO₂ / 2-methyl-propan-2-ol / 1 h / 20 °C

With manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; samarium diiodide; 2-methyl-but-2-ene; oxalyl dichloride; hydrogen; Dess-Martin periodane; pyridine hydrogenfluoride; dimethyl sulfoxide; diethylamine; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; 3.1: Swern oxidation;
DOI:10.1021/ja042848j

Reference yield:

: 852540-83-1
{3-[3-(4-hydroxy-but-1-ynyl)-phenyl]-propyl}-carbamic acid tert-butyl ester

: 852540-92-2
7-{5-[3-(3-tert-butoxycarbonylamino-propyl)-phenyl]-2-oxo-pentyl}-naphthalene-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 98 percent / H₂ / Pd/C / ethanol; ethyl acetate / 12 h / 20 °C

2.1: 78 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

3.1: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 80 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

4.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 °C

5.1: 88 percent / SmI₂ / tetrahydrofuran / 0.25 h / -20 °C

6.1: 87 percent / HF*pyridine / tetrahydrofuran / 0.08 h / 0 °C

7.1: MnO₂ / CH₂Cl₂ / 1 h / 20 °C

8.1: 1.57 g / 2-methyl-2-butene; NaH₂PO₄; aq. NaClO₂ / 2-methyl-propan-2-ol / 1 h / 20 °C

With manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; samarium diiodide; 2-methyl-but-2-ene; oxalyl dichloride; hydrogen; Dess-Martin periodane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; ethyl acetate; tert-butyl alcohol; 2.1: Swern oxidation;
DOI:10.1021/ja042848j