benzyl (4S,6R,15S)-6-[(tert-butoxycarbonyl)amino]-11,16-dimethyl-9,12,17-trioxo-2-oxa-8,11,16-triazatricyclo[16.2.2.0⁴'⁸]docosa-1⁽²⁰⁾,18,2l-triene-15-carboxylate

Base Information

• Chemical Name: benzyl (4S,6R,15S)-6-[(tert-butoxycarbonyl)amino]-11,16-dimethyl-9,12,17-trioxo-2-oxa-8,11,16-triazatricyclo[16.2.2.0⁴'⁸]docosa-1⁽²⁰⁾,18,2l-triene-15-carboxylate
• CAS No.: 1264223-43-9
• Molecular Formula: C₃₃H₄₂N₄O₈
• Molecular Weight: 622.718

Synonyms:benzyl (4S,6R,15S)-6-[(tert-butoxycarbonyl)amino]-11,16-dimethyl-9,12,17-trioxo-2-oxa-8,11,16-triazatricyclo[16.2.2.0⁴'⁸]docosa-1⁽²⁰⁾,18,2l-triene-15-carboxylate

Chemical Property of benzyl (4S,6R,15S)-6-[(tert-butoxycarbonyl)amino]-11,16-dimethyl-9,12,17-trioxo-2-oxa-8,11,16-triazatricyclo[16.2.2.0⁴'⁸]docosa-1⁽²⁰⁾,18,2l-triene-15-carboxylate

Chemical Property:

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Technology Process of benzyl (4S,6R,15S)-6-[(tert-butoxycarbonyl)amino]-11,16-dimethyl-9,12,17-trioxo-2-oxa-8,11,16-triazatricyclo[16.2.2.0⁴'⁸]docosa-1⁽²⁰⁾,18,2l-triene-15-carboxylate

There total 5 articles about benzyl (4S,6R,15S)-6-[(tert-butoxycarbonyl)amino]-11,16-dimethyl-9,12,17-trioxo-2-oxa-8,11,16-triazatricyclo[16.2.2.0⁴'⁸]docosa-1⁽²⁰⁾,18,2l-triene-15-carboxylate 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: 54.0%

C33H44N4O9 (1264242-83-2) → benzyl (4S,6R,15S)-6-[(tert-butoxycarbonyl)amino]-11,16-dimethyl-9,12,17-trioxo-2-oxa-8,11,16-triazatricyclo[16.2.2.04'8]docosa-1(20),18,2l-triene-15-carboxylate (1264223-43-9)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; ethyl acetate; at 20 ℃; for 25h;

Reference yield: 54.0%

→ benzyl (4S,6R,15S)-6-[(tert-butoxycarbonyl)amino]-11,16-dimethyl-9,12,17-trioxo-2-oxa-8,11,16-triazatricyclo[16.2.2.04'8]docosa-1(20),18,2l-triene-15-carboxylate (1264223-43-9)

Guidance literature:

Reference yield:

allyl N-2-[(2S,4R)-4-[(tert-butoxycarbonyl)-amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-2-oxoethyl-N-methylcarbamate (1264241-01-1) → benzyl (4S,6R,15S)-6-[(tert-butoxycarbonyl)amino]-11,16-dimethyl-9,12,17-trioxo-2-oxa-8,11,16-triazatricyclo[16.2.2.04'8]docosa-1(20),18,2l-triene-15-carboxylate (1264223-43-9)

Guidance literature:

Multi-step reaction with 3 steps

1: diethylazodicarboxylate; triphenylphosphine / benzene; toluene / 83 h / 0 - 20 °C / Inert atmosphere

2: 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane; ethyl acetate / 1 h / 20 °C

3: N-ethyl-N,N-diisopropylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / dichloromethane; ethyl acetate / 25 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In dichloromethane; ethyl acetate; toluene; benzene;

upstream raw materials:

allyl N-2-[(2S,4R)-4-[(tert-butoxycarbonyl)-amino]-2-(hydroxymethyl)tetrahydro-1H-pyrrol-1-yl]-2-oxoethyl-N-methylcarbamate

tert-butyl (3R,5S)-5-(hydroxymethyl)pyrrolidin-3-ylcarbamate hydrochloride

C₄₀H₅₂N₄O₁₁

C₃₃H₄₄N₄O₉

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