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

Base Information

Chemical Name:(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-4-tert-butoxycarbonyl-1-p-methoxybenzyl-3-methyl-2-oxoazetidine
CAS No.:1252809-34-9
Molecular Formula:C₂₈H₃₆N₂O₆
Molecular Weight:496.604
Hs Code.:

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

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

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

There total 5 articles about (3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-4-tert-butoxycarbonyl-1-p-methoxybenzyl-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%

: 1252809-32-7
N-[(S)-2-chloropropionyl]-N-(p-methoxybenzyl)-L-orn(Z)-O-t-Bu

: 1252809-34-9
(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-4-tert-butoxycarbonyl-1-p-methoxybenzyl-3-methyl-2-oxoazetidine

Guidance literature:: With tert-butylimino-tri(pyrrolidino)phosphorane; In acetonitrile; at 20 ℃;
DOI:10.1021/jo200894d

Reference yield:

: 161234-80-6
N⁵-[(phenylmethoxy)carbonyl]-L-ornithine 1,1-dimethylethyl ester hydrochloride

: 1252809-34-9
(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-4-tert-butoxycarbonyl-1-p-methoxybenzyl-3-methyl-2-oxoazetidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / methanol / 2 h / 20 °C

2.1: sodium tetrahydroborate / water / 2 h / 20 °C

3.1: trichloroacetonitrile; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 °C

3.2: 48 h

4.1: tert-butylimino-tri(pyrrolidino)phosphorane / acetonitrile / 20 °C

With sodium tetrahydroborate; triethylamine; trichloroacetonitrile; triphenylphosphine; tert-butylimino-tri(pyrrolidino)phosphorane; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1021/jo200894d

Reference yield:

: C₂₅H₃₂N₂O₅

: 1252809-34-9
(3S,4S)-4-[3-(benzyloxycarbonyl)amino]propyl-4-tert-butoxycarbonyl-1-p-methoxybenzyl-3-methyl-2-oxoazetidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / water / 2 h / 20 °C

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

2.2: 48 h

3.1: tert-butylimino-tri(pyrrolidino)phosphorane / acetonitrile / 20 °C

With sodium tetrahydroborate; trichloroacetonitrile; triphenylphosphine; tert-butylimino-tri(pyrrolidino)phosphorane; In tetrahydrofuran; water; acetonitrile;
DOI:10.1021/jo200894d