[1-ethyl-3-[3-methoxy-4-(4-phenyl-butoxy)-phenyl]-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: [1-ethyl-3-[3-methoxy-4-(4-phenyl-butoxy)-phenyl]-1-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester
• CAS No.: 634893-23-5
• Molecular Formula: C₃₆H₄₈NO₈P
• Molecular Weight: 653.753

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

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

There total 10 articles about [1-ethyl-3-[3-methoxy-4-(4-phenyl-butoxy)-phenyl]-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:

{1-(1,5-dihydro-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-1-ethyl-3-[3-methoxy-4-(4-phenyl-butoxy)-phenyl]-propyl}-carbamic acid tert-butyl ester → [1-ethyl-3-[3-methoxy-4-(4-phenyl-butoxy)-phenyl]-1-(3-oxo-1,5-dihydro-3λ5-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester (634893-23-5)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1055/s-2003-40883

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → [1-ethyl-3-[3-methoxy-4-(4-phenyl-butoxy)-phenyl]-1-(3-oxo-1,5-dihydro-3λ5-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester (634893-23-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 402 mg / CH₂Cl₂ / 16 h / 20 °C

2: 100 percent / H₂ / 10 percent Pd/C / ethanol / 1 h / 20 °C

3: 72 percent / K₂CO₃ / ethanol; dimethylformamide / 16 h / 55 °C

4: tetrazole / tetrahydrofuran / 1 h / 20 °C

5: aq. H₂O₂ / tetrahydrofuran / 0.5 h / 20 °C

With 1H-tetrazole; hydrogen; dihydrogen peroxide; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-2003-40883

Reference yield:

3-Methoxy-4-benzyloxy-phenethyliodid (94460-54-5) → [1-ethyl-3-[3-methoxy-4-(4-phenyl-butoxy)-phenyl]-1-(3-oxo-1,5-dihydro-3λ5-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)-propyl]-carbamic acid tert-butyl ester (634893-23-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: n-BuLi / -78 - 0 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -75 °C

2.2: 62 percent / tetrahydrofuran; hexane / 1.5 h / -75 - 0 °C

3.1: 52 percent / aq. CF₃COOH / acetonitrile / 120 h / 20 °C

4.1: LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

5.1: 402 mg / CH₂Cl₂ / 16 h / 20 °C

6.1: 100 percent / H₂ / 10 percent Pd/C / ethanol / 1 h / 20 °C

7.1: 72 percent / K₂CO₃ / ethanol; dimethylformamide / 16 h / 55 °C

8.1: tetrazole / tetrahydrofuran / 1 h / 20 °C

9.1: aq. H₂O₂ / tetrahydrofuran / 0.5 h / 20 °C

With 1H-tetrazole; lithium aluminium tetrahydride; n-butyllithium; hydrogen; dihydrogen peroxide; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1055/s-2003-40883

upstream raw materials:

di-tert-butyl dicarbonate

3-Methoxy-4-benzyloxy-phenethyliodid

[1-ethyl-3-(4-hydroxy-3-methoxy-phenyl)-1-hydroxymethyl-propyl]-carbamic acid tert-butyl ester

(R)-2-amino-4-(4-benzyloxy-3-methoxyphenyl)-2-ethylbutyric acid

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