[1-(1,5-dioxa-9-thia-spiro[5.5]undec-7-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: [1-(1,5-dioxa-9-thia-spiro[5.5]undec-7-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 239064-19-8
• Molecular Formula: C₃₂H₃₄N₂O₅S
• Molecular Weight: 558.698

Synonyms:[1-(1,5-dioxa-9-thia-spiro[5.5]undec-7-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of [1-(1,5-dioxa-9-thia-spiro[5.5]undec-7-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of [1-(1,5-dioxa-9-thia-spiro[5.5]undec-7-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 2 articles about [1-(1,5-dioxa-9-thia-spiro[5.5]undec-7-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl 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: 36.0%

N-Fmoc L-Phe (35661-40-6) + 1,5-Dioxa-9-thia-spiro[5.5]undec-7-ylamine (239064-13-2) → [1-(1,5-dioxa-9-thia-spiro[5.5]undec-7-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (239064-19-8)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; for 2h;

DOI:10.1021/jm990110k

Reference yield:

(1,5-Dioxa-9-thia-spiro[5.5]undec-7-yl)-carbamic acid tert-butyl ester (189947-46-4) → [1-(1,5-dioxa-9-thia-spiro[5.5]undec-7-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (239064-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / TFA, triisopropylsilane, thioanisole / CH₂Cl₂ / 0.17 h / Ambient temperature

2: 36 percent / HOBt, EDC, 4-methylmorpholine / dimethylformamide / 2 h

With 4-methyl-morpholine; chlorotriisopropylsilane; methyl-phenyl-thioether; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm990110k

Reference yield: 81.0%

[1-(1,5-dioxa-9-thia-spiro[5.5]undec-7-ylcarbamoyl)-2-phenyl-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester (239064-19-8) → (S)-2-Amino-N-(1,5-dioxa-9-thia-spiro[5.5]undec-7-yl)-3-phenyl-propionamide

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; for 0.0833333h; Ambient temperature;

DOI:10.1021/jm990110k

upstream raw materials:

N-Fmoc L-Phe

1,5-Dioxa-9-thia-spiro[5.5]undec-7-ylamine

(1,5-Dioxa-9-thia-spiro[5.5]undec-7-yl)-carbamic acid tert-butyl ester

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