2-azido-N-[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-benzamide

Base Information

• Chemical Name: 2-azido-N-[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-benzamide
• CAS No.: 871117-33-8
• Molecular Formula: C₂₂H₂₂N₆O₄
• Molecular Weight: 434.454

Synonyms:2-azido-N-[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-benzamide

Chemical Property of 2-azido-N-[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-benzamide

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Technology Process of 2-azido-N-[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-benzamide

There total 3 articles about 2-azido-N-[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-benzamide 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:

tert-butyl (2-oxo-2-(prop-2-yn-1-ylamino)ethyl)carbamate (847490-49-7) → 2-azido-N-[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-benzamide (871117-33-8)

Guidance literature:

Multi-step reaction with 4 steps

1: acetyl chloride; methanol / ethyl acetate / 4 h / 0 - 20 °C

2: 0.97 g / triethylamine; 1-hydroxybenzotriazole; 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide / CH₂Cl₂ / 4 h / 20 °C

3: acetyl chloride; methanol / ethyl acetate / 4 h / 0 - 20 °C

4: 0.35 g / triethylamine; DMAP / tetrahydrofuran / 2 h / 20 °C

With methanol; dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; acetyl chloride; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1021/jo0516180

Reference yield:

[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester (871117-25-8) → 2-azido-N-[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-benzamide (871117-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetyl chloride; methanol / ethyl acetate / 4 h / 0 - 20 °C

2: 0.35 g / triethylamine; DMAP / tetrahydrofuran / 2 h / 20 °C

With methanol; dmap; triethylamine; acetyl chloride; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/jo0516180

Reference yield:

2-azidobenzoic acid (31162-13-7) → 2-azido-N-[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-benzamide (871117-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.35 g / triethylamine; DMAP / tetrahydrofuran / 2 h / 20 °C

With dmap; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo0516180

upstream raw materials:

tert-butyl (2-oxo-2-(prop-2-yn-1-ylamino)ethyl)carbamate

[2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester

2-azidobenzoic acid

Downstream raw materials:

(S)-10-Benzyloxymethyl-1,9,12,15,18,19-hexaaza-tricyclo[15.2.1.0^2,7]icosa-2,4,6,17⁽²⁰⁾,18-pentaene-8,11,14-trione

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