[3-(4-heptyloxy-phenyl)-1-methyl-1-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [3-(4-heptyloxy-phenyl)-1-methyl-1-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester
• CAS No.: 500760-49-6
• Molecular Formula: C₃₁H₄₆NO₇P
• Molecular Weight: 575.683

Synonyms:[3-(4-heptyloxy-phenyl)-1-methyl-1-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester

Chemical Property of [3-(4-heptyloxy-phenyl)-1-methyl-1-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester

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Technology Process of [3-(4-heptyloxy-phenyl)-1-methyl-1-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester

There total 8 articles about [3-(4-heptyloxy-phenyl)-1-methyl-1-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-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: 85.0%

N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine (82372-35-8) + tert-butyl [(1R)-3-[4-(heptyloxy)phenyl]-1-(hydroxymethyl)-1-methylpropyl]carbamate (500760-46-3) → [3-(4-heptyloxy-phenyl)-1-methyl-1-(3-oxo-1,5-dihydro-3λ5-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester (500760-49-6)

Guidance literature:

N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine; tert-butyl [(1R)-3-[4-(heptyloxy)phenyl]-1-(hydroxymethyl)-1-methylpropyl]carbamate; With 1H-tetrazole; In tetrahydrofuran; at 20 ℃; for 2h;

With dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(02)01925-1

Reference yield:

2-(4-heptyloxyphenyl)ethyl iodide (162358-40-9) → [3-(4-heptyloxy-phenyl)-1-methyl-1-(3-oxo-1,5-dihydro-3λ5-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester (500760-49-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: tetrahydrofuran / -78 - 0 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -78 - -65 °C

2.2: tetrahydrofuran / -78 - 0 °C

3.1: aq. HCl / dioxane / 20 °C

3.2: LiAlH₄ / tetrahydrofuran / 65 °C

4.1: 85 percent / CH₂Cl₂; tetrahydrofuran

5.1: tetrazole / tetrahydrofuran / 2 h / 20 °C

5.2: 85 percent / aq. H₂O₂ / tetrahydrofuran / 1 h / 20 °C

With 1H-tetrazole; hydrogenchloride; n-butyllithium; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane;

DOI:10.1016/S0040-4039(02)01925-1

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → [3-(4-heptyloxy-phenyl)-1-methyl-1-(3-oxo-1,5-dihydro-3λ5-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester (500760-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / CH₂Cl₂; tetrahydrofuran

2.1: tetrazole / tetrahydrofuran / 2 h / 20 °C

2.2: 85 percent / aq. H₂O₂ / tetrahydrofuran / 1 h / 20 °C

With 1H-tetrazole; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(02)01925-1

upstream raw materials:

N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine

tert-butyl [(1R)-3-[4-(heptyloxy)phenyl]-1-(hydroxymethyl)-1-methylpropyl]carbamate

di-tert-butyl dicarbonate

2-(4-heptyloxyphenyl)ethyl iodide

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