(2S,4S) 1-(benzyloxy)-3--4-<(4-methoxyphenoxy)methyl>-2-azetidinone

Base Information

Chemical Name:(2S,4S) 1-(benzyloxy)-3--4-<(4-methoxyphenoxy)methyl>-2-azetidinone
CAS No.:159622-48-7
Molecular Formula:C₂₈H₃₇N₃O₈
Molecular Weight:543.617
Hs Code.:

(2S,4S) 1-(benzyloxy)-3-<N,N'-bis(tert-butoxycarbonyl)hydrazino>-4-<(4-methoxyphenoxy)methyl>-2-azetidinone

Synonyms:(2S,4S) 1-(benzyloxy)-3--4-<(4-methoxyphenoxy)methyl>-2-azetidinone

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Chemical Property of (2S,4S) 1-(benzyloxy)-3--4-<(4-methoxyphenoxy)methyl>-2-azetidinone

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Technology Process of (2S,4S) 1-(benzyloxy)-3--4-<(4-methoxyphenoxy)methyl>-2-azetidinone

There total 8 articles about (2S,4S) 1-(benzyloxy)-3--4-<(4-methoxyphenoxy)methyl>-2-azetidinone 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: 80.0%

: 159622-47-6
(2S,3R) benzyl 2--3-hydroxy-4-(4-methoxyphenoxy)-butanohydroxamate

: 159622-48-7
(2S,4S) 1-(benzyloxy)-3--4-<(4-methoxyphenoxy)methyl>-2-azetidinone

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89309-1

Reference yield:

: 1877-75-4
2-(4-methoxyphenoxy)acetic acid

: 159622-48-7
(2S,4S) 1-(benzyloxy)-3--4-<(4-methoxyphenoxy)methyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine, N,N'-carboxyldiimidazole, 4-dimethylaminopyridine / CH₂Cl₂ / 0 deg C, 1 h; room temp., 5 h

2: toluene / 0.75 h / 85 °C

3: 69 percent / ethanol; H₂O / 30 h / baker's yeast, immobilized on calcium alignate, fermented at 29 deg C, wit sucrose

4: 48 percent / 1.) lithium di-iso-propylamide / tetrahydrofuran; hexane / 1.) -40 deg C, 5 min -> 0 deg C, 30 min; 2.) -20 deg C -> 0 deg C

5: hydrogen / 10percent Pd/C / ethanol / 2 h

6: N-ethyl-N'-(3-dimethylaminopropyl)carboidimide / H₂O; tetrahydrofuran / 1 h

7: 80 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0.5 h / Ambient temperature

With pyridine; dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; 1,1'-carbonyldiimidazole; lithium diisopropyl amide; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; toluene;
DOI:10.1016/S0040-4020(01)89309-1

Reference yield:

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 159622-48-7
(2S,4S) 1-(benzyloxy)-3--4-<(4-methoxyphenoxy)methyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 48 percent / 1.) lithium di-iso-propylamide / tetrahydrofuran; hexane / 1.) -40 deg C, 5 min -> 0 deg C, 30 min; 2.) -20 deg C -> 0 deg C

2: hydrogen / 10percent Pd/C / ethanol / 2 h

3: N-ethyl-N'-(3-dimethylaminopropyl)carboidimide / H₂O; tetrahydrofuran / 1 h

4: 80 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0.5 h / Ambient temperature

With hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; water;
DOI:10.1016/S0040-4020(01)89309-1