(3S,4R)-t-butyl N-(benzyloxycarbonyl)azetidin-3-methyl-2-one-4-carboxylate

Base Information

Chemical Name:(3S,4R)-t-butyl N-(benzyloxycarbonyl)azetidin-3-methyl-2-one-4-carboxylate
CAS No.:172749-34-7
Molecular Formula:C₁₇H₂₁NO₅
Molecular Weight:319.357
Hs Code.:

Synonyms:(3S,4R)-t-butyl N-(benzyloxycarbonyl)azetidin-3-methyl-2-one-4-carboxylate

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Chemical Property of (3S,4R)-t-butyl N-(benzyloxycarbonyl)azetidin-3-methyl-2-one-4-carboxylate

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Technology Process of (3S,4R)-t-butyl N-(benzyloxycarbonyl)azetidin-3-methyl-2-one-4-carboxylate

There total 1 articles about (3S,4R)-t-butyl N-(benzyloxycarbonyl)azetidin-3-methyl-2-one-4-carboxylate 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: 86.0%

: 31139-36-3
dibenzyl dicarbonate

: 172749-33-6
(3S,4R)-t-butyl azetidin-3-methyl-2-one-4-carboxylate

: 172749-34-7
(3S,4R)-t-butyl N-(benzyloxycarbonyl)azetidin-3-methyl-2-one-4-carboxylate

Guidance literature:: With dmap; In acetonitrile; for 1.66667h; Ambient temperature;
DOI:10.1016/0040-4020(95)00719-O

Reference yield: 93.0%

: 172749-34-7
(3S,4R)-t-butyl N-(benzyloxycarbonyl)azetidin-3-methyl-2-one-4-carboxylate

: 172749-35-8
(2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-4-hydroxy-3-methylbutanoate

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.666667h;
DOI:10.1016/0040-4020(95)00719-O

Reference yield:

: 172749-34-7
(3S,4R)-t-butyl N-(benzyloxycarbonyl)azetidin-3-methyl-2-one-4-carboxylate

: (3R,4S)-3-N-benzyloxycarbonyl-4-methyltetrahydrofuran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / NaBH₄ / methanol / 0.67 h / 0 °C

2: 99 percent / CBr₄, PPh₃ / CH₂Cl₂ / 1.5 h / 0 °C

3: TFA / 0.75 h / Ambient temperature

4: 3 percent / DCC / CH₂Cl₂ / 2 h / Ambient temperature

With sodium tetrahydroborate; carbon tetrabromide; dicyclohexyl-carbodiimide; triphenylphosphine; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1016/0040-4020(95)00719-O