((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone

Base Information

• Chemical Name: ((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone
• CAS No.: 241495-71-6
• Molecular Formula: C₁₆H₁₉N₇O₄
• Molecular Weight: 373.371

Synonyms:((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone

Chemical Property of ((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone

Chemical Property:

Purity/Quality:

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Technology Process of ((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone

There total 2 articles about ((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone 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: 80.0%

Methanesulfonic acid (2S,6S,8S)-10-benzoyl-2-methanesulfonyloxymethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-8-ylmethyl ester (241495-70-5) → ((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone (241495-71-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 6h;

DOI:10.1016/S0040-4039(99)00915-6

Reference yield:

((2R,6S,8S)-2,8-Bis-hydroxymethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone → ((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone (241495-71-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / NEt₃ / CH₂Cl₂ / 2 h / 0 °C

2: 80 percent / NaN₃ / dimethylformamide / 6 h / 80 °C

With sodium azide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: Esterification / 2: Substitution;

DOI:10.1016/S0040-4039(99)00915-6

Reference yield: 100.0%

((2R,6S,8S)-2,8-Bis-azidomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone (241495-71-6) → ((2R,6S,8R)-2,8-Bis-aminomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone (241495-72-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; at 20 ℃; for 1h; under 2280 Torr;

DOI:10.1016/S0040-4039(99)00915-6

upstream raw materials:

Methanesulfonic acid (2S,6S,8S)-10-benzoyl-2-methanesulfonyloxymethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-8-ylmethyl ester

Downstream raw materials:

((2R,6S,8R)-2,8-Bis-aminomethyl-1,4,7-trioxa-10-aza-spiro[5.5]undec-10-yl)-phenyl-methanone

C₂₈H₄₃N₃O₈

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