(3R,5S,1'S)-5-<1'--3'-methylbutyl>-3-(2-methylprop-2-enyl)dihydrofuran-2(3H)-one

Base Information

Chemical Name:(3R,5S,1'S)-5-<1'--3'-methylbutyl>-3-(2-methylprop-2-enyl)dihydrofuran-2(3H)-one
CAS No.:172329-59-8
Molecular Formula:C₂₅H₃₇NO₄
Molecular Weight:415.573
Hs Code.:

(3R,5S,1'S)-5-<1'-<N-(tert-Butoxycarbonyl)benzylamino>-3'-methylbutyl>-3-(2-methylprop-2-enyl)dihydrofuran-2(3H)-one

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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 (3R,5S,1'S)-5-<1'--3'-methylbutyl>-3-(2-methylprop-2-enyl)dihydrofuran-2(3H)-one

Chemical Property:

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Technology Process of (3R,5S,1'S)-5-<1'--3'-methylbutyl>-3-(2-methylprop-2-enyl)dihydrofuran-2(3H)-one

There total 7 articles about (3R,5S,1'S)-5-<1'--3'-methylbutyl>-3-(2-methylprop-2-enyl)dihydrofuran-2(3H)-one 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: 9.4%

: 1458-98-6
2-methyl-3-bromo-1-propene

: 172329-58-7
(5S,1'S)-5-<1'--3'-methylbutyl>dihydrofuran-2(3H)-one

: 172329-59-8
(3R,5S,1'S)-5-<1'--3'-methylbutyl>-3-(2-methylprop-2-enyl)dihydrofuran-2(3H)-one

: (5S,1'S)-5-<1'--3'-methylbutyl>-3,3-bis(2-methylprop-2-enyl)dihydrofuran-2(3H)-one

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; 1.) -78 deg C, 15 min, 2.) -78 to -40 deg C, 1.5 h;
DOI:10.1021/jo00129a037

Reference yield:

: 145655-06-7
Methyl (4S,5S)-5--4-<(tert-butyldimethylsilyl)oxy>-6-phenylhexanoate

: 172329-59-8
(3R,5S,1'S)-5-<1'--3'-methylbutyl>-3-(2-methylprop-2-enyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NiCl₂*6H₂O, NaBH₄, 2.) AcOH / 1.) MeOH, 0 deg C, 1 h; r.t., 18 h, 2.) toluene, reflux, 3 h

2: 75 percent / LHMDS / tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) -78 to -40 deg C, 1.5 h

With sodium tetrahydroborate; acetic acid; nickel dichloride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane;
DOI:10.1021/jo00129a037

Reference yield:

: 145655-01-2
(1'R,2'S)-2-<2-(N-benzyl-N-tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl>-1,3-thiazole

: 172329-59-8
(3R,5S,1'S)-5-<1'--3'-methylbutyl>-3-(2-methylprop-2-enyl)dihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N, DMAP / dimethylformamide / 1 h / Ambient temperature

2: molecular sieves 4 Angstroem / acetonitrile / 0.25 h / Ambient temperature

3: 1.) NaBH₄, 2.) aq. HgCl₂ / 1.) MeOH, r.t., 10 min, 2.) CH₃CN, r.t., 15 min

4: toluene / 24 h / Ambient temperature

5: NiCl₂*6H₂O, NaBH₄ / methanol / 1.) 0 deg C, 1 h, 2.) r.t., 18 h

6: 1.) NiCl₂*6H₂O, NaBH₄, 2.) AcOH / 1.) MeOH, 0 deg C, 1 h; r.t., 18 h, 2.) toluene, reflux, 3 h

7: 75 percent / LHMDS / tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) -78 to -40 deg C, 1.5 h

With dmap; sodium tetrahydroborate; 4 A molecular sieve; acetic acid; triethylamine; mercury dichloride; nickel dichloride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo00129a037