ethyl (1S,2R,3S,4R)-2-benzamido-3,4-dihydroxycyclopentanecarboxylate

Base Information

Chemical Name:ethyl (1S,2R,3S,4R)-2-benzamido-3,4-dihydroxycyclopentanecarboxylate
CAS No.:1607805-78-6
Molecular Formula:C₁₅H₁₉NO₅
Molecular Weight:293.32
Hs Code.:

Synonyms:ethyl (1S,2R,3S,4R)-2-benzamido-3,4-dihydroxycyclopentanecarboxylate

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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 ethyl (1S,2R,3S,4R)-2-benzamido-3,4-dihydroxycyclopentanecarboxylate

Chemical Property:

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Technology Process of ethyl (1S,2R,3S,4R)-2-benzamido-3,4-dihydroxycyclopentanecarboxylate

There total 6 articles about ethyl (1S,2R,3S,4R)-2-benzamido-3,4-dihydroxycyclopentanecarboxylate 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: 77.0%

: 1607805-67-3,634180-78-2
ethyl (1S,2S)-2-benzamidocyclopent-3-enecarboxylate

: 1607805-78-6
ethyl (1S,2R,3S,4R)-2-benzamido-3,4-dihydroxycyclopentanecarboxylate

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In acetone; at 20 ℃; for 8h;
DOI:10.1002/ejoc.201301281

Reference yield:

: 1607805-66-2,634180-78-2
ethyl (1R,2S)-2-benzamidocyclopent-3-enecarboxylate

: 1607805-78-6
ethyl (1S,2R,3S,4R)-2-benzamido-3,4-dihydroxycyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium ethanolate / ethanol / 12 h / 0 °C

2: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetone / 8 h / 20 °C

With osmium(VIII) oxide; sodium ethanolate; 4-methylmorpholine N-oxide; In ethanol; acetone;
DOI:10.1002/ejoc.201301281

Reference yield:

: 63838-48-2,97911-48-3,138127-85-2,146864-12-2
6-Azabicyclo<3.2.0>hept-3-en-7-one

: 1607805-78-6
ethyl (1S,2R,3S,4R)-2-benzamido-3,4-dihydroxycyclopentanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: Candida antarctica lipase B; water / tert-butyl methyl ether / 4.5 h / 80 °C / Resolution of racemate; Enzymatic reaction

2: thionyl chloride

3: water; sodium hydroxide / toluene / 1 h / 0 °C

4: sodium ethanolate / ethanol / 12 h / 0 °C

5: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetone / 8 h / 20 °C

With Candida antarctica lipase B; osmium(VIII) oxide; thionyl chloride; water; sodium ethanolate; 4-methylmorpholine N-oxide; sodium hydroxide; In ethanol; tert-butyl methyl ether; acetone; toluene;
DOI:10.1002/ejoc.201301281