(3R,4S)-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane

Base Information

• Chemical Name: (3R,4S)-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane
• CAS No.: 1315455-77-6
• Molecular Formula: C₁₄H₂₄N₂O₅
• Molecular Weight: 300.355

Synonyms:(3R,4S)-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane

Chemical Property of (3R,4S)-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane

Chemical Property:

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Technology Process of (3R,4S)-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane

There total 1 articles about (3R,4S)-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane 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: 72.0%

C22H30N2O7 → (3R,4S)-1-tert-butoxycarbonyl-1,6-diazaspiro[3.5]nonane-2,5-dione (1315455-79-8) + (3S,4S)-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane (1252809-31-6) + (3R,4S)-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane (1315455-77-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; under 760.051 Torr; diastereoselective reaction;

DOI:10.1021/jo200894d

Reference yield: 85.0%

(3R,4S)-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane (1315455-77-6) + benzyl bromide (100-39-0) → (3R,4S)-1-benzyl-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane

Guidance literature:

With tert-butylimino-tri(pyrrolidino)phosphorane; In acetonitrile; at 120 ℃; for 0.75h; Microwave irradiation;

DOI:10.1002/chem.201405640

Reference yield:

(3R,4S)-4-(tert-butoxycarbonyl)amino-4-methoxycarbonyl-3-methyl-2-oxoazepane (1315455-77-6) → 3-(tert-butoxycarbonyl)amino-2-methyl-3-(1’-benzyl-2’-oxopiperidin-3’-yl)propionic acid

Guidance literature:

Multi-step reaction with 2 steps

1: tert-butylimino-tri(pyrrolidino)phosphorane / acetonitrile / 0.75 h / 120 °C / Microwave irradiation

2: sodium hydroxide / methanol / 1 h / 120 °C / Microwave irradiation

With tert-butylimino-tri(pyrrolidino)phosphorane; sodium hydroxide; In methanol; acetonitrile;

DOI:10.1002/chem.201405640

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