{6-[2-(2-amino-3-hydroxypropyl)phenyl]hexyl}propanedioic acid 1-methyl ester

Base Information

Chemical Name:{6-[2-(2-amino-3-hydroxypropyl)phenyl]hexyl}propanedioic acid 1-methyl ester
CAS No.:186366-97-2
Molecular Formula:C₁₉H₂₉NO₅
Molecular Weight:351.443
Hs Code.:

Synonyms:{6-[2-(2-amino-3-hydroxypropyl)phenyl]hexyl}propanedioic acid 1-methyl ester

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Chemical Property of {6-[2-(2-amino-3-hydroxypropyl)phenyl]hexyl}propanedioic acid 1-methyl ester

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Technology Process of {6-[2-(2-amino-3-hydroxypropyl)phenyl]hexyl}propanedioic acid 1-methyl ester

There total 9 articles about {6-[2-(2-amino-3-hydroxypropyl)phenyl]hexyl}propanedioic acid 1-methyl 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:

: 65587-60-2
4-ethoxycarbonylbutyltriphenylphoshonium iodide

: 186366-97-2
{6-[2-(2-amino-3-hydroxypropyl)phenyl]hexyl}propanedioic acid 1-methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / t-BuOK / CH₂Cl₂ / 1 h / Ambient temperature

2: 6.9 g / LiAlH₄ / 1 h

3: 6.3 g / pyridinium chlorochromate / CH₂Cl₂ / 0.5 h

4: 4.3 g / piperidine, benzoic acid / toluene / 6 h / Heating

5: 3.62 g / H₂ / 10percent Pd/C / ethyl acetate / 17 h / 2585.7 Torr

6: 2.9 g / HCl (gas) / CH₂Cl₂ / Ambient temperature

With piperidine; hydrogenchloride; lithium aluminium tetrahydride; potassium tert-butylate; hydrogen; benzoic acid; pyridinium chlorochromate; palladium on activated charcoal; In dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jm960582o

Reference yield:

: [2-(2-Bromo-phenyl)-1-hydroxymethyl-ethyl]-carbamic acid tert-butyl ester

: 186366-97-2
{6-[2-(2-amino-3-hydroxypropyl)phenyl]hexyl}propanedioic acid 1-methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / p-TsOH*H₂O / CH₂Cl₂ / 48 h / Ambient temperature

2: 87 percent / n-BuLi / tetrahydrofuran / 1 h / -78 - 0 °C

3: 80 percent / t-BuOK / CH₂Cl₂ / 1 h / Ambient temperature

4: 6.9 g / LiAlH₄ / 1 h

5: 6.3 g / pyridinium chlorochromate / CH₂Cl₂ / 0.5 h

6: 4.3 g / piperidine, benzoic acid / toluene / 6 h / Heating

7: 3.62 g / H₂ / 10percent Pd/C / ethyl acetate / 17 h / 2585.7 Torr

8: 2.9 g / HCl (gas) / CH₂Cl₂ / Ambient temperature

With piperidine; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; potassium tert-butylate; hydrogen; toluene-4-sulfonic acid; benzoic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jm960582o

Reference yield:

: 186366-90-5
4-(2-Bromo-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 186366-97-2
{6-[2-(2-amino-3-hydroxypropyl)phenyl]hexyl}propanedioic acid 1-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / n-BuLi / tetrahydrofuran / 1 h / -78 - 0 °C

2: 80 percent / t-BuOK / CH₂Cl₂ / 1 h / Ambient temperature

3: 6.9 g / LiAlH₄ / 1 h

4: 6.3 g / pyridinium chlorochromate / CH₂Cl₂ / 0.5 h

5: 4.3 g / piperidine, benzoic acid / toluene / 6 h / Heating

6: 3.62 g / H₂ / 10percent Pd/C / ethyl acetate / 17 h / 2585.7 Torr

7: 2.9 g / HCl (gas) / CH₂Cl₂ / Ambient temperature

With piperidine; hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; potassium tert-butylate; hydrogen; benzoic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/jm960582o