(3R,4S)-3-(benzyloxy)-1-(tert-butoxycarbonyl)-4-[(tert-butoxycarbonyloxy)methyl]azetidin-2-one

Base Information

Chemical Name:(3R,4S)-3-(benzyloxy)-1-(tert-butoxycarbonyl)-4-[(tert-butoxycarbonyloxy)methyl]azetidin-2-one
CAS No.:954109-51-4
Molecular Formula:C₂₁H₂₉NO₇
Molecular Weight:407.464
Hs Code.:

Synonyms:(3R,4S)-3-(benzyloxy)-1-(tert-butoxycarbonyl)-4-[(tert-butoxycarbonyloxy)methyl]azetidin-2-one

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Chemical Property of (3R,4S)-3-(benzyloxy)-1-(tert-butoxycarbonyl)-4-[(tert-butoxycarbonyloxy)methyl]azetidin-2-one

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Technology Process of (3R,4S)-3-(benzyloxy)-1-(tert-butoxycarbonyl)-4-[(tert-butoxycarbonyloxy)methyl]azetidin-2-one

There total 3 articles about (3R,4S)-3-(benzyloxy)-1-(tert-butoxycarbonyl)-4-[(tert-butoxycarbonyloxy)methyl]azetidin-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: 70.0%

: 954109-50-3
(3R,4S)-3-(benzyloxy)-4-(hydroxymethyl)azetidin-2-one

: 24424-99-5
di-tert-butyl dicarbonate

: 954109-51-4
(3R,4S)-3-(benzyloxy)-1-(tert-butoxycarbonyl)-4-[(tert-butoxycarbonyloxy)methyl]azetidin-2-one

Guidance literature:: With dmap; In dichloromethane; at 0 ℃; for 12h;
DOI:10.1055/s-2007-983815

Reference yield:

: 148968-08-5
(+)-(3R,4R)-1-(p-anisyl)-3-benzyloxy-4-formyl-2-azetidinone

: 954109-51-4
(3R,4S)-3-(benzyloxy)-1-(tert-butoxycarbonyl)-4-[(tert-butoxycarbonyloxy)methyl]azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / NaBH₄ / methanol / 8 h / 20 °C

2: 68 percent / H₂O; cerium(IV) ammonium nitrate / acetonitrile / 0.75 h / 0 °C

3: 70 percent / DMAP / CH₂Cl₂ / 12 h / 0 °C

With dmap; sodium tetrahydroborate; ammonium cerium(IV) nitrate; water; In methanol; dichloromethane; acetonitrile;
DOI:10.1055/s-2007-983815

Reference yield:

: 160237-99-0
(3R,4S)-1-(4-methoxyphenyl)-3-(benzyloxy)-4-(hydroxymethyl)-2-azetidinone

: 954109-51-4
(3R,4S)-3-(benzyloxy)-1-(tert-butoxycarbonyl)-4-[(tert-butoxycarbonyloxy)methyl]azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / H₂O; cerium(IV) ammonium nitrate / acetonitrile / 0.75 h / 0 °C

2: 70 percent / DMAP / CH₂Cl₂ / 12 h / 0 °C

With dmap; ammonium cerium(IV) nitrate; water; In dichloromethane; acetonitrile;
DOI:10.1055/s-2007-983815