(3S,5S,1'S)-3-(benzoyloxy)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-cyclohexylethyl>-3-methyldihydrofuran-2(3H)-one

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Chemical Name:(3S,5S,1'S)-3-(benzoyloxy)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-cyclohexylethyl>-3-methyldihydrofuran-2(3H)-one
CAS No.:110613-87-1
Molecular Formula:C₂₅H₃₅NO₆
Molecular Weight:445.556
Hs Code.:

Synonyms:(3S,5S,1'S)-3-(benzoyloxy)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-cyclohexylethyl>-3-methyldihydrofuran-2(3H)-one

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Chemical Property of (3S,5S,1'S)-3-(benzoyloxy)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-cyclohexylethyl>-3-methyldihydrofuran-2(3H)-one

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Technology Process of (3S,5S,1'S)-3-(benzoyloxy)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-cyclohexylethyl>-3-methyldihydrofuran-2(3H)-one

There total 5 articles about (3S,5S,1'S)-3-(benzoyloxy)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-cyclohexylethyl>-3-methyldihydrofuran-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: 77.0%

: 98-88-4
benzoyl chloride

: 110613-60-0
(3S,5S,1'S)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-cyclohexylethyl>-3-hydroxy-3-methyldihydrofuran-2(3H)-one

: 110613-87-1
(3S,5S,1'S)-3-(benzoyloxy)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-cyclohexylethyl>-3-methyldihydrofuran-2(3H)-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 26h; Ambient temperature;
DOI:10.1021/jm00394a008

Reference yield:

: 98105-42-1
(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

: 110613-87-1
(3S,5S,1'S)-3-(benzoyloxy)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-cyclohexylethyl>-3-methyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-butyllithium, 2.) ClTi(O-iPr)3

2: 3-chloroperoxybenzoic acid / CH₂Cl₂ / 18 h / Ambient temperature

3: 62 percent / H₂ / 20percent Pd/C / methanol / 12 h

4: 60 percent / xylene / 8 h / Heating

5: 77 percent / Et₃N, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 26 h / Ambient temperature

With triisopropoxytitanium(IV) chloride; dmap; n-butyllithium; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; dichloromethane; xylene;
DOI:10.1021/jm00394a008

Reference yield:

: 110613-67-7
(4S,5S)-N-isopentyl-5-<<(tert-butyloxy)carbonyl>amino>-6-cyclohexyl-4-hydroxyhex-1-ene-2-carboxamide

: 110613-87-1
(3S,5S,1'S)-3-(benzoyloxy)-5-<1-<<(tert-butyloxy)carbonyl>amino>-2-cyclohexylethyl>-3-methyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: 3-chloroperoxybenzoic acid / CH₂Cl₂ / 18 h / Ambient temperature

2: 62 percent / H₂ / 20percent Pd/C / methanol / 12 h

3: 60 percent / xylene / 8 h / Heating

4: 77 percent / Et₃N, 4-(dimethylamino)pyridine (DMAP) / CH₂Cl₂ / 26 h / Ambient temperature

With dmap; hydrogen; triethylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; dichloromethane; xylene;
DOI:10.1021/jm00394a008