(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic acid benzyl ester

Base Information

Chemical Name:(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic acid benzyl ester
CAS No.:214837-07-7
Molecular Formula:C₂₃H₂₄N₂O₈
Molecular Weight:456.452
Hs Code.:

Synonyms:(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic acid benzyl ester

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Chemical Property of (3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic acid benzyl ester

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Technology Process of (3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic acid benzyl ester

There total 1 articles about (3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic 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: 96.0%

: 530-62-1
1,1'-carbonyldiimidazole

: [(2S,3S)-2-((R)-1,2-Dihydroxy-ethyl)-1-(3,4-dimethoxy-benzyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester

: 214837-07-7
(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic acid benzyl ester

Guidance literature:: In tetrahydrofuran; for 4h; Heating;
DOI:10.1021/jm980023c

Reference yield: 86.0%

: 214837-07-7
(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic acid benzyl ester

: 145574-13-6
benzyl (1S,4S,5S)-6-(3,4-dimethoxybenzyl)-4-hydroxy-7-oxo-2,6-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: With tetrabutylammomium bromide; In N,N-dimethyl-formamide; at 140 ℃; for 5h;
DOI:10.1021/jm980023c

Reference yield:

: 214837-07-7
(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-<(R)-2-oxo-1,3-dioxololan-3-yl>azetidin-3-yl>carbamic acid benzyl ester

: (1S,5R)-2-(1-benzylpiperidin-4-ylcarbamoyl)-7-oxo-2,6-diazabicyclo<3.2.0>heptane-6-sulfonic acid sodium salt

Guidance literature:: Multi-step reaction with 8 steps

1: 86 percent / Bu₄NBr / dimethylformamide / 5 h / 140 °C

2: pyridine / CH₂Cl₂ / 2 h / below 10 deg C

3: NaBH₄ / tetrahydrofuran; dimethylformamide / 0 °C

4: 68 percent / K₂S₂O₈, NaHCO₃ / acetonitrile; H₂O / 100 °C / pH 4.5

5: 72 percent / H₂ / Pd/C / methanol

6: 77 percent / DMAP / tetrahydrofuran / 3 h / Ambient temperature

7: 1.) DMF*SO₃, 2.) H₂O / 1.) below 5 deg C, 3 h, 2.) overnight

8: 84 percent / NaHCO₃ / acetonitrile; H₂O / 5 h

With pyridine; dmap; sodium tetrahydroborate; dipotassium peroxodisulfate; sulfur trioxide-N,N-dimethylformamide complex; tetrabutylammomium bromide; water; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm980023c