(3R,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one

Base Information

Chemical Name:(3R,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one
CAS No.:651749-68-7
Molecular Formula:C₂₁H₃₀N₂O₅
Molecular Weight:390.48
Hs Code.:

Synonyms:(3R,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one

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Chemical Property of (3R,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one

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Technology Process of (3R,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one

There total 12 articles about (3R,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one 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: 45.0%

: 910097-79-9
(3R,4R)-3-benzyl-4-isobutyl-3-(tert-butoxycarbonylamino)-1-(trimethylsilylmethyl)azetidin-2-one

: 124-38-9,18923-20-1
carbon dioxide

: 651749-68-7
(3R,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one

Guidance literature:: (3R,4R)-3-benzyl-4-isobutyl-3-(tert-butoxycarbonylamino)-1-(trimethylsilylmethyl)azetidin-2-one; With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃;

carbon dioxide; In tetrahydrofuran; pentane; at 20 ℃;
DOI:10.1021/jo060537g

Reference yield:

: (3R,4R)-3-benzyl-1-(benzyloxycarbonyl)methyl-3-tert-butoxycarbonylamino-4-isobutylazetidin-2-one

: 651749-68-7
(3R,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 4h; under 760 Torr;
DOI:10.1021/ja038180a

Reference yield:

: 651749-64-3
(3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one

: 651749-68-7
(3R,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: CsF

2.1: Li; NH₃ / tetrahydrofuran

3.1: t-BuLi; TMEDA / tetrahydrofuran; pentane / -78 °C

3.2: 45 percent / tetrahydrofuran; pentane / 20 °C

With N,N,N,N,-tetramethylethylenediamine; ammonia; tert.-butyl lithium; lithium; cesium fluoride; In tetrahydrofuran; pentane;
DOI:10.1021/jo060537g