((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester

Base Information

Chemical Name:((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester
CAS No.:75460-13-8
Molecular Formula:C₂₁H₂₀N₂O₆
Molecular Weight:396.4
Hs Code.:

Synonyms:((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester

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Chemical Property of ((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester

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Technology Process of ((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester

There total 6 articles about ((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester 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:

: 75460-12-7
benzyl (3β-phenylacetylamino-4β-styryl)-2-oxoazetidin-1-yl-3-methyl-2-butenoate

: 100-52-7
benzaldehyde

: 75460-13-8
((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester

Guidance literature:: With ozone; zinc; Multistep reaction. Title compound not separated from byproducts; 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, acetic acid, -10 deg C, 50 min;
DOI:10.1248/cpb.28.1578

Reference yield:

: 75460-09-2
(R)-3-Methyl-2-[(E)-3-phenyl-prop-2-en-(Z)-ylideneamino]-but-3-enoic acid benzyl ester

: 75460-13-8
((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N, 2.) Et₃N / 1.) -30 -10 deg C, 1 h, 2.) r.t., 1 h

2: 38 g / Zn / CH₂Cl₂; acetic acid / 1 h / Ambient temperature

3: 21 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature; -40 deg C - room temp.

4: 1.) O₃, 2.) Zn / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, acetic acid, -10 deg C, 50 min

With pyridine; ozone; triethylamine; zinc; In dichloromethane; acetic acid;
DOI:10.1248/cpb.28.1578

Reference yield:

: 75520-53-5
(-)-isodehydrovaline benzyl ester hydrochloride

: 75460-13-8
((2S,3S)-2-Formyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-hydroxy-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) aq. NaHCO₃, 2.) molecular sieves (4A) / 1.) water, 2.) CH₂Cl₂, reflux, 2 h

2: 1.) Et₃N, 2.) Et₃N / 1.) -30 -10 deg C, 1 h, 2.) r.t., 1 h

3: 38 g / Zn / CH₂Cl₂; acetic acid / 1 h / Ambient temperature

4: 21 g / pyridine / CH₂Cl₂ / 1 h / Ambient temperature; -40 deg C - room temp.

5: 1.) O₃, 2.) Zn / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, acetic acid, -10 deg C, 50 min

With pyridine; 4 A molecular sieve; sodium hydrogencarbonate; ozone; triethylamine; zinc; In dichloromethane; acetic acid;
DOI:10.1248/cpb.28.1578