phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate

Base Information

Chemical Name:phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate
CAS No.:740805-33-8
Molecular Formula:C₂₃H₂₇NO₄
Molecular Weight:381.472
Hs Code.:

Synonyms:phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate

Suppliers and Price of phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate

Chemical Property:

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Technology Process of phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate

There total 13 articles about phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate 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: 67.0%

: 100-39-0
benzyl bromide

: 740805-29-2
(2S,3aS,4S,5R,6S)-4,5-isopropylidenedioxy-6-methyl-2-phenoxyhexahydropyrrolo[1,2-b]isoxazole

: 740805-33-8
phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate

Guidance literature:: benzyl bromide; (2S,3aS,4S,5R,6S)-4,5-isopropylidenedioxy-6-methyl-2-phenoxyhexahydropyrrolo[1,2-b]isoxazole; In chloroform;

In chloroform; at 50 ℃; Further stages.;
DOI:10.1016/j.tetlet.2004.05.075

Reference yield:

: 23276-32-6
benzyl 2,3-O-isopropylidene-D-ribofuranoside

: 740805-33-8
phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate

Guidance literature:: Multi-step reaction with 9 steps

1.1: NEt₃

2.1: AlLiH₄ / diethyl ether

3.1: 96 percent / hydrogen / Pd/C

4.1: 96 percent / NH₂OH

5.1: 67 percent / pyridine

6.1: NEt₃

7.1: NBu₄F; CsF / 20 °C

8.1: 85 percent / tetrachloroethene / 50 °C

9.1: CHCl₃

9.2: 67 percent / CHCl₃ / 50 °C

With pyridine; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; hydrogen; hydroxylamine; triethylamine; cesium fluoride; palladium on activated charcoal; In 1,1,2,2-tetrachloroethylene; diethyl ether; chloroform; 9.1: Bayon's method;
DOI:10.1016/j.tetlet.2004.05.075

Reference yield:

: 75100-21-9
benzyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside

: 740805-33-8
phenyl (2S,3S,4R,5S)-1-benzyl-5-methyl-3,4-isopropylidenedioxypyrrolidine-2-acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 96 percent / hydrogen / Pd/C

2.1: 96 percent / NH₂OH

3.1: 67 percent / pyridine

4.1: NEt₃

5.1: NBu₄F; CsF / 20 °C

6.1: 85 percent / tetrachloroethene / 50 °C

7.1: CHCl₃

7.2: 67 percent / CHCl₃ / 50 °C

With pyridine; tetrabutyl ammonium fluoride; hydrogen; hydroxylamine; triethylamine; cesium fluoride; palladium on activated charcoal; In 1,1,2,2-tetrachloroethylene; chloroform; 7.1: Bayon's method;
DOI:10.1016/j.tetlet.2004.05.075