(+)-(3S,4R,7R,8R,9S)-3-benzyloxycarbonylamino-7-n-butyl-4,9-dimethyl-1,5-dioxa-8-isobutylcarbonyloxycyclononane-2,6-dione

Base Information

Chemical Name:(+)-(3S,4R,7R,8R,9S)-3-benzyloxycarbonylamino-7-n-butyl-4,9-dimethyl-1,5-dioxa-8-isobutylcarbonyloxycyclononane-2,6-dione
CAS No.:41955-12-8
Molecular Formula:C₂₆H₃₇NO₈
Molecular Weight:491.582
Hs Code.:

Synonyms:(+)-(3S,4R,7R,8R,9S)-3-benzyloxycarbonylamino-7-n-butyl-4,9-dimethyl-1,5-dioxa-8-isobutylcarbonyloxycyclononane-2,6-dione

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Chemical Property of (+)-(3S,4R,7R,8R,9S)-3-benzyloxycarbonylamino-7-n-butyl-4,9-dimethyl-1,5-dioxa-8-isobutylcarbonyloxycyclononane-2,6-dione

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Technology Process of (+)-(3S,4R,7R,8R,9S)-3-benzyloxycarbonylamino-7-n-butyl-4,9-dimethyl-1,5-dioxa-8-isobutylcarbonyloxycyclononane-2,6-dione

There total 23 articles about (+)-(3S,4R,7R,8R,9S)-3-benzyloxycarbonylamino-7-n-butyl-4,9-dimethyl-1,5-dioxa-8-isobutylcarbonyloxycyclononane-2,6-dione 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:

: 20662-96-8
2-n-pentyl-4,5-diphenyloxazole

: 41955-12-8
(+)-(3S,4R,7R,8R,9S)-3-benzyloxycarbonylamino-7-n-butyl-4,9-dimethyl-1,5-dioxa-8-isobutylcarbonyloxycyclononane-2,6-dione

Guidance literature:: Multi-step reaction with 7 steps

1: 1) n-BuLi / 1) THF, -78 deg C

2: 74 percent / pyridine

3: 57 percent / boron trifluoride etherate, thiophenol

4: 95 percent / DCC, DMAP / CH₂Cl₂

5: 64 percent / n-Bu₄NF / tetrahydrofuran / 0 °C

6: O₂, Sensitox / CH₂Cl₂ / 3 h / 25 °C

7: pyridinium p-toluenesulfonate / xylene / Heating

With pyridine; dmap; n-butyllithium; Sensitox; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; oxygen; pyridinium p-toluenesulfonate; thiophenol; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/ja00291a059

Reference yield:

: 94820-25-4
(+)-(1R,2R,3S)-2-(1-n-butyl-2-isobutylcarbonyloxy-3-hydroxybutyl)-4,5-diphenyloxazole

: 41955-12-8
(+)-(3S,4R,7R,8R,9S)-3-benzyloxycarbonylamino-7-n-butyl-4,9-dimethyl-1,5-dioxa-8-isobutylcarbonyloxycyclononane-2,6-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / DCC, DMAP / CH₂Cl₂

2: 64 percent / n-Bu₄NF / tetrahydrofuran / 0 °C

3: O₂, Sensitox / CH₂Cl₂ / 3 h / 25 °C

4: pyridinium p-toluenesulfonate / xylene / Heating

With dmap; Sensitox; tetrabutyl ammonium fluoride; oxygen; pyridinium p-toluenesulfonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/ja00291a059

Reference yield:

: 94820-28-7
(+)-(1R,2R,3S)-2-(3-(N-benzyloxycarbonyl-L-threonyloxy)-1-n-butyl-2-isobutylcarbonyloxybutyl)-4,5-diphenyloxazole

: 41955-12-8
(+)-(3S,4R,7R,8R,9S)-3-benzyloxycarbonylamino-7-n-butyl-4,9-dimethyl-1,5-dioxa-8-isobutylcarbonyloxycyclononane-2,6-dione

Guidance literature:: Multi-step reaction with 2 steps

1: O₂, Sensitox / CH₂Cl₂ / 3 h / 25 °C

2: pyridinium p-toluenesulfonate / xylene / Heating

With Sensitox; oxygen; pyridinium p-toluenesulfonate; In dichloromethane; xylene;
DOI:10.1021/ja00291a059