(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate

Base Information

Chemical Name:(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate
CAS No.:497258-64-7
Molecular Formula:C₂₈H₃₅BN₂O₄S
Molecular Weight:506.474
Hs Code.:

Synonyms:(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate

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Chemical Property of (+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate

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Technology Process of (+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate

There total 5 articles about (+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate 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:

: 39098-97-0
2-thienylacetic acid chloride

: 497258-62-5
(+)-pinanediol (1R)-1-(N-bis-trimethylsilylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate

: 497258-64-7
(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate

Guidance literature:: (+)-pinanediol (1R)-1-(N-bis-trimethylsilylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate; With methanol; In tetrahydrofuran; at -10 - 20 ℃; for 1.16667h;

2-thienylacetic acid chloride; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;
DOI:10.1021/ja0288338

Reference yield:

: 51849-84-4
2-(3-bromophenyl)-4,4-dimethyl-2-oxazoline

: 497258-64-7
(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

1.2: hexane; tetrahydrofuran / 1.5 h / -78 °C

2.1: 1.14 g / hexane; tetrahydrofuran; diethyl ether / 20 °C

3.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -100 °C

3.2: hexane; tetrahydrofuran / -100 - 20 °C

4.1: hexane; tetrahydrofuran / -78 - 20 °C

5.1: MeOH / tetrahydrofuran / 1.17 h / -10 - 20 °C

5.2: 360 mg / tetrahydrofuran / -78 - 20 °C

With methanol; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/ja0288338

Reference yield:

: C₁₃H₁₈BNO₃

: 497258-64-7
(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-[3-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)phenyl]methylboronate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.14 g / hexane; tetrahydrofuran; diethyl ether / 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -100 °C

2.2: hexane; tetrahydrofuran / -100 - 20 °C

3.1: hexane; tetrahydrofuran / -78 - 20 °C

4.1: MeOH / tetrahydrofuran / 1.17 h / -10 - 20 °C

4.2: 360 mg / tetrahydrofuran / -78 - 20 °C

With methanol; n-butyllithium; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/ja0288338