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

Base Information

Chemical Name:(3-{3-[5-(7-hydroxymethyl-naphthalen-2-yl)-4-oxo-pentyl]-phenyl}-propyl)-carbamic acid tert-butyl ester
CAS No.:852541-12-9
Molecular Formula:C₃₀H₃₇NO₄
Molecular Weight:475.628
Hs Code.:

(3-{3-[5-(7-hydroxymethyl-naphthalen-2-yl)-4-oxo-pentyl]-phenyl}-propyl)-carbamic acid <i>tert</i>-butyl ester

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

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Chemical Property of (3-{3-[5-(7-hydroxymethyl-naphthalen-2-yl)-4-oxo-pentyl]-phenyl}-propyl)-carbamic acid tert-butyl ester

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Technology Process of (3-{3-[5-(7-hydroxymethyl-naphthalen-2-yl)-4-oxo-pentyl]-phenyl}-propyl)-carbamic acid tert-butyl ester

There total 17 articles about (3-{3-[5-(7-hydroxymethyl-naphthalen-2-yl)-4-oxo-pentyl]-phenyl}-propyl)-carbamic 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: 87.0%

: 852540-91-1
[3-(3-{5-[7-(tert-butyl-dimethyl-silanyloxymethyl)-naphthalen-2-yl]-4-oxo-pentyl}-phenyl)-propyl]-carbamic acid tert-butyl ester

: 852541-12-9
(3-{3-[5-(7-hydroxymethyl-naphthalen-2-yl)-4-oxo-pentyl]-phenyl}-propyl)-carbamic acid tert-butyl ester

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;
DOI:10.1021/ja042848j

Reference yield:

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

: 852541-12-9
(3-{3-[5-(7-hydroxymethyl-naphthalen-2-yl)-4-oxo-pentyl]-phenyl}-propyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 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

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; samarium diiodide; 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; 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

: 852541-12-9
(3-{3-[5-(7-hydroxymethyl-naphthalen-2-yl)-4-oxo-pentyl]-phenyl}-propyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 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

With n-butyllithium; samarium diiodide; oxalyl dichloride; hydrogen; Dess-Martin periodane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; ethyl acetate; 2.1: Swern oxidation;
DOI:10.1021/ja042848j