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

Base Information

• Chemical Name: [2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 871117-25-8
• Molecular Formula: C₂₀H₂₇N₃O₅
• Molecular Weight: 389.451

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

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

Chemical Property:

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

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

2-amino-N-prop-2-ynyl-acetamide hydrochloride + BOC-O-benzyl-L-serine (23680-31-1) → [2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester (871117-25-8)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/jo0516180

Reference yield:

tert-butyl (2-oxo-2-(prop-2-yn-1-ylamino)ethyl)carbamate (847490-49-7) → [2-benzyloxy-1-(prop-2-ynylcarbamoylmethyl-carbamoyl)-ethyl]-carbamic acid tert-butyl ester (871117-25-8)

Guidance literature:

Multi-step reaction with 2 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

With methanol; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; acetyl chloride; In 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-amino-3-benzyloxy-N-prop-2-ynylcarbamoylmethyl-propionamide; hydrochloride

Guidance literature:

With methanol; acetyl chloride; In ethyl acetate; at 0 - 20 ℃; for 4h;

DOI:10.1021/jo0516180

upstream raw materials:

BOC-O-benzyl-L-serine

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

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

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

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