(4S,5R,2'S,4'S)-3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-(4'-methyltetrahydrofuran-2'-yl)oxazolidine

Base Information

Chemical Name:(4S,5R,2'S,4'S)-3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-(4'-methyltetrahydrofuran-2'-yl)oxazolidine
CAS No.:122226-05-5
Molecular Formula:C₂₂H₃₉NO₄
Molecular Weight:381.556
Hs Code.:

Synonyms:(4S,5R,2'S,4'S)-3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-(4'-methyltetrahydrofuran-2'-yl)oxazolidine

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Chemical Property of (4S,5R,2'S,4'S)-3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-(4'-methyltetrahydrofuran-2'-yl)oxazolidine

Chemical Property:

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Technology Process of (4S,5R,2'S,4'S)-3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-(4'-methyltetrahydrofuran-2'-yl)oxazolidine

There total 7 articles about (4S,5R,2'S,4'S)-3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-(4'-methyltetrahydrofuran-2'-yl)oxazolidine 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:

: 104856-05-5,104856-06-6,114457-57-7,147373-31-7
(3RS,4S)-4-<(tert-butyloxy)carbonyl>-5-(cyclohexylmethyl)-3-hydroxy-1-pentene

: 122226-05-5
(4S,5R,2'S,4'S)-3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-(4'-methyltetrahydrofuran-2'-yl)oxazolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1 h / Ambient temperature

3: 61 percent / Zn / tetrahydrofuran / 1 h / 50 °C

4: H₂ / 10percent Pd/C / methanol / 3040 Torr

5: 73 percent / NaBH₄ / tetrahydrofuran / 48 h / Heating

6: Et₃N / CH₂Cl₂ / 1 h / 0 °C

7: NaH / tetrahydrofuran / 2 h / Heating

With sodium tetrahydroborate; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; triethylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00168a009

Reference yield:

: 122226-02-2
(5S,4'S,5'R)-5-<3'-<(tert-butyloxy)carbonyl>-4'-(cyclohexylmethyl)-2',2'-dimethyloxazolidin-5'-yl>-3-methylenedihydrofuran-2(4H)-one

: 122226-05-5
(4S,5R,2'S,4'S)-3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-(4'-methyltetrahydrofuran-2'-yl)oxazolidine

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / 10percent Pd/C / methanol / 3040 Torr

2: 73 percent / NaBH₄ / tetrahydrofuran / 48 h / Heating

3: Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: NaH / tetrahydrofuran / 2 h / Heating

With sodium tetrahydroborate; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00168a009

Reference yield:

: 122226-01-1
3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-vinyloxazolidine

: 122226-05-5
(4S,5R,2'S,4'S)-3-<(tert-butyloxy)carbonyl>-4-(cyclohexylmethyl)-2,2-dimethyl-5-(4'-methyltetrahydrofuran-2'-yl)oxazolidine

Guidance literature:: Multi-step reaction with 6 steps

2: 61 percent / Zn / tetrahydrofuran / 1 h / 50 °C

3: H₂ / 10percent Pd/C / methanol / 3040 Torr

4: 73 percent / NaBH₄ / tetrahydrofuran / 48 h / Heating

5: Et₃N / CH₂Cl₂ / 1 h / 0 °C

6: NaH / tetrahydrofuran / 2 h / Heating

With sodium tetrahydroborate; hydrogen; sodium hydride; triethylamine; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm00168a009