(3S,4S)-4-[3'-(benzyloxycarbonyl)amino]propyl-4-methoxycarbonyl-3-methyl-2-oxoazetidine

Base Information

Chemical Name:(3S,4S)-4-[3'-(benzyloxycarbonyl)amino]propyl-4-methoxycarbonyl-3-methyl-2-oxoazetidine
CAS No.:1252809-29-2
Molecular Formula:C₁₇H₂₂N₂O₅
Molecular Weight:334.372
Hs Code.:

Synonyms:(3S,4S)-4-[3'-(benzyloxycarbonyl)amino]propyl-4-methoxycarbonyl-3-methyl-2-oxoazetidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S)-4-[3'-(benzyloxycarbonyl)amino]propyl-4-methoxycarbonyl-3-methyl-2-oxoazetidine

Chemical Property:

Purity/Quality:

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Technology Process of (3S,4S)-4-[3'-(benzyloxycarbonyl)amino]propyl-4-methoxycarbonyl-3-methyl-2-oxoazetidine

There total 8 articles about (3S,4S)-4-[3'-(benzyloxycarbonyl)amino]propyl-4-methoxycarbonyl-3-methyl-2-oxoazetidine 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: 87.0%

: (3S,4S)-4-[3′-(benzyloxycarbonyl)amino]propyl-4-methoxycarbonyl-1-p-methoxyphenyl-3-methyl-2-oxoazetidine

: 1252809-29-2
(3S,4S)-4-[3'-(benzyloxycarbonyl)amino]propyl-4-methoxycarbonyl-3-methyl-2-oxoazetidine

Guidance literature:: With ammonium cerium (IV) nitrate; In water; acetonitrile; at 0 ℃;
DOI:10.1039/c5ob00429b

Reference yield:

: 5874-75-9
methyl (2S)-2-amino-5-[[(benzyloxy)carbonyl]amino]pentanoate hydrochloride

: 1252809-29-2
(3S,4S)-4-[3'-(benzyloxycarbonyl)amino]propyl-4-methoxycarbonyl-3-methyl-2-oxoazetidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper diacetate; triethylamine / dichloromethane / 42 h / 20 °C / Molecular sieve

2.1: trichloroacetonitrile; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 - 20 °C

2.2: 48 h / 20 °C

3.1: tert-butylimino-tri(pyrrolidino)phosphorane / acetonitrile / 48 h / 20 °C / Inert atmosphere

4.1: ammonium cerium (IV) nitrate / acetonitrile; water / 0 °C

With ammonium cerium (IV) nitrate; copper diacetate; triethylamine; trichloroacetonitrile; triphenylphosphine; tert-butylimino-tri(pyrrolidino)phosphorane; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1039/c5ob00429b

Reference yield:

: N-[(S)-2-Chloropropionyl]-N-p-methoxyphenyl-L-Orn(Z)-OMe

: 1252809-29-2
(3S,4S)-4-[3'-(benzyloxycarbonyl)amino]propyl-4-methoxycarbonyl-3-methyl-2-oxoazetidine

Guidance literature:: Multi-step reaction with 2 steps

1: tert-butylimino-tri(pyrrolidino)phosphorane / acetonitrile / 48 h / 20 °C / Inert atmosphere

2: ammonium cerium (IV) nitrate / acetonitrile; water / 0 °C

With ammonium cerium (IV) nitrate; tert-butylimino-tri(pyrrolidino)phosphorane; In water; acetonitrile;
DOI:10.1039/c5ob00429b