(2R,3S,4R)-methyl (1-benzyloxycarbonyl-3,4-isopropylidenedioxypyrrolidin-2-yl)acetate

Base Information

Chemical Name:(2R,3S,4R)-methyl (1-benzyloxycarbonyl-3,4-isopropylidenedioxypyrrolidin-2-yl)acetate
CAS No.:95456-63-6
Molecular Formula:C₁₈H₂₃NO₆
Molecular Weight:349.384
Hs Code.:

Synonyms:(2R,3S,4R)-methyl (1-benzyloxycarbonyl-3,4-isopropylidenedioxypyrrolidin-2-yl)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 (2R,3S,4R)-methyl (1-benzyloxycarbonyl-3,4-isopropylidenedioxypyrrolidin-2-yl)acetate

Chemical Property:

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Technology Process of (2R,3S,4R)-methyl (1-benzyloxycarbonyl-3,4-isopropylidenedioxypyrrolidin-2-yl)acetate

There total 9 articles about (2R,3S,4R)-methyl (1-benzyloxycarbonyl-3,4-isopropylidenedioxypyrrolidin-2-yl)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: 97.0%

: 95456-62-5
(2R,3S,4R)-methyl (3,4-O-isopropylidenedioxypyrrolidin-2-yl)acetate

: 501-53-1,94274-21-2
benzyl chloroformate

: 95456-63-6
(2R,3S,4R)-methyl (1-benzyloxycarbonyl-3,4-isopropylidenedioxypyrrolidin-2-yl)acetate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1039/P19870002377

Reference yield:

: 95456-66-9
(2S,3R)-2,3-O-isopropylidene-4-O-methanesulfonylerythronitrile

: 95456-63-6
(2R,3S,4R)-methyl (1-benzyloxycarbonyl-3,4-isopropylidenedioxypyrrolidin-2-yl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1: activated Zn / tetrahydrofuran / Heating

2: DBU / CH₂Cl₂ / 24 h / Ambient temperature

3: 80 percent / NaBH₃CN, HCl / methanol

4: Et₃N / CH₂Cl₂ / 0 degC -> room temp.

With hydrogenchloride; sodium cyanoborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c39840001299

Reference yield:

: 1042692-11-4,95456-60-3
(3S,4R)-methyl (Z)-(3,4-O-isopropylidenedioxypyrrolidin-2-ylidene)acetate

: 95456-63-6
(2R,3S,4R)-methyl (1-benzyloxycarbonyl-3,4-isopropylidenedioxypyrrolidin-2-yl)acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / NaBH₃CN, HCl / methanol

2: Et₃N / CH₂Cl₂ / 0 degC -> room temp.

With hydrogenchloride; sodium cyanoborohydride; triethylamine; In methanol; dichloromethane;
DOI:10.1039/c39840001299