(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-1-tert-butoxycarbonyl-4-methoxycarbonyl-3-methyl-2-oxoaze4-methoxycarbonyl-3-methyl-2-oxoazetidine

Base Information

Chemical Name:(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-1-tert-butoxycarbonyl-4-methoxycarbonyl-3-methyl-2-oxoaze4-methoxycarbonyl-3-methyl-2-oxoazetidine
CAS No.:1252809-30-5
Molecular Formula:C₂₂H₃₀N₂O₇
Molecular Weight:434.489
Hs Code.:

(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-1-tert-butoxycarbonyl-4-methoxycarbonyl-3-methyl-2-oxoaze4-methoxycarbonyl-3-methyl-2-oxoazetidine

Synonyms:(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-1-tert-butoxycarbonyl-4-methoxycarbonyl-3-methyl-2-oxoaze4-methoxycarbonyl-3-methyl-2-oxoazetidine

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Chemical Property of (3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-1-tert-butoxycarbonyl-4-methoxycarbonyl-3-methyl-2-oxoaze4-methoxycarbonyl-3-methyl-2-oxoazetidine

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Technology Process of (3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-1-tert-butoxycarbonyl-4-methoxycarbonyl-3-methyl-2-oxoaze4-methoxycarbonyl-3-methyl-2-oxoazetidine

There total 6 articles about (3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-1-tert-butoxycarbonyl-4-methoxycarbonyl-3-methyl-2-oxoaze4-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: 94.0%

: 24424-99-5
di-tert-butyl dicarbonate

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

: 1252809-30-5
(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-1-tert-butoxycarbonyl-4-methoxycarbonyl-3-methyl-2-oxoaze4-methoxycarbonyl-3-methyl-2-oxoazetidine

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 3h;
DOI:10.1039/c5ob00429b

Reference yield:

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

: 1252809-30-5
(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-1-tert-butoxycarbonyl-4-methoxycarbonyl-3-methyl-2-oxoaze4-methoxycarbonyl-3-methyl-2-oxoazetidine

Guidance literature:: Multi-step reaction with 5 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

5.1: dmap; triethylamine / dichloromethane / 3 h

With dmap; 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:

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

: 1252809-30-5
(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-1-tert-butoxycarbonyl-4-methoxycarbonyl-3-methyl-2-oxoaze4-methoxycarbonyl-3-methyl-2-oxoazetidine

Guidance literature:: Multi-step reaction with 2 steps

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

2: dmap; triethylamine / dichloromethane / 3 h

With dmap; ammonium cerium (IV) nitrate; triethylamine; In dichloromethane; water; acetonitrile;
DOI:10.1039/c5ob00429b