(5S,1'S)-5-[1-(benzyloxycarbonylamino)-2-methylpropyl]-3-methylenedihydro-2(3H)-furanone

Base Information

Chemical Name:(5S,1'S)-5-[1-(benzyloxycarbonylamino)-2-methylpropyl]-3-methylenedihydro-2(3H)-furanone
CAS No.:221286-64-2
Molecular Formula:C₁₇H₂₁NO₄
Molecular Weight:303.358
Hs Code.:

Synonyms:(5S,1'S)-5-[1-(benzyloxycarbonylamino)-2-methylpropyl]-3-methylenedihydro-2(3H)-furanone

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Chemical Property of (5S,1'S)-5-[1-(benzyloxycarbonylamino)-2-methylpropyl]-3-methylenedihydro-2(3H)-furanone

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Technology Process of (5S,1'S)-5-[1-(benzyloxycarbonylamino)-2-methylpropyl]-3-methylenedihydro-2(3H)-furanone

There total 6 articles about (5S,1'S)-5-[1-(benzyloxycarbonylamino)-2-methylpropyl]-3-methylenedihydro-2(3H)-furanone 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%

: 241149-80-4
(2'S,3'S)-methyl 2-[3-(benzyloxycarbonylamino)-2-hydroxy-4-methylpentyl]propenoate

: 221286-64-2
(5S,1'S)-5-[1-(benzyloxycarbonylamino)-2-methylpropyl]-3-methylenedihydro-2(3H)-furanone

Guidance literature:: With sulfuric acid; In diethyl ether; at 20 ℃; for 48h;
DOI:10.1002/(sici)1099-0690(199907)1999:7<1551::aid-ejoc1551>3.0.co;2-8

Reference yield: 40.0%

: 241149-80-4
(2'S,3'S)-methyl 2-[3-(benzyloxycarbonylamino)-2-hydroxy-4-methylpentyl]propenoate

: 221286-64-2
(5S,1'S)-5-[1-(benzyloxycarbonylamino)-2-methylpropyl]-3-methylenedihydro-2(3H)-furanone

: (5S,1'S)-5-[1-(benzyloxycarbonylamino)-2-methylpropyl]-3-(chloromethyl)dihydro-2(3H)-furanone

Guidance literature:: With hydrogenchloride; In methanol; at 20 ℃; for 2h;
DOI:10.1002/(sici)1099-0690(199907)1999:7<1551::aid-ejoc1551>3.0.co;2-8

Reference yield:

: 6216-65-5
N-benzyloxycarbonyl-L-valinol

: 221286-64-2
(5S,1'S)-5-[1-(benzyloxycarbonylamino)-2-methylpropyl]-3-methylenedihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 3 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 20 °C

2: 68 percent / indium; water / ethanol / 4 h / 20 °C

3: 97 percent / concd. H₂SO₄ / diethyl ether / 48 h / 20 °C

With indium; sulfuric acid; water; Dess-Martin periodane; In diethyl ether; ethanol; dichloromethane; 1: Oxidation / 2: Addition / 3: Cyclization;
DOI:10.1002/(sici)1099-0690(199907)1999:7<1551::aid-ejoc1551>3.0.co;2-8