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

Base Information

Chemical Name:(+)-(1R,2R,3S)-2-(3-(N-benzyloxycarbonyl-L-threonyloxy)-1-n-butyl-2-isobutylcarbonyloxybutyl)-4,5-diphenyloxazole
CAS No.:94820-28-7
Molecular Formula:C₄₀H₄₈N₂O₈
Molecular Weight:684.83
Hs Code.:

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

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Chemical Property of (+)-(1R,2R,3S)-2-(3-(N-benzyloxycarbonyl-L-threonyloxy)-1-n-butyl-2-isobutylcarbonyloxybutyl)-4,5-diphenyloxazole

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Technology Process of (+)-(1R,2R,3S)-2-(3-(N-benzyloxycarbonyl-L-threonyloxy)-1-n-butyl-2-isobutylcarbonyloxybutyl)-4,5-diphenyloxazole

There total 10 articles about (+)-(1R,2R,3S)-2-(3-(N-benzyloxycarbonyl-L-threonyloxy)-1-n-butyl-2-isobutylcarbonyloxybutyl)-4,5-diphenyloxazole 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: 64.0%

: 94820-27-6
(-)-(1R,2R,3S)-2-(3-(N-benzyloxycarbonyl-O-t-butyldimethylsilyl-L-threonyloxy)-1-n-butyl-2-isobutylcarbonyloxybutyl)-4,5-diphenyloxazole

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

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;
DOI:10.1021/ja00291a059

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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

Reference yield:

: 14224-99-8
2-methyl-4,5-diphenyloxazole

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

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / n-BiLi / tetrahydrofuran / -78 °C

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

3: 74 percent / pyridine

4: 57 percent / boron trifluoride etherate, thiophenol

5: 95 percent / DCC, DMAP / CH₂Cl₂

6: 64 percent / n-Bu₄NF / tetrahydrofuran / 0 °C

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