(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-phenylmethylboronate

Base Information

Chemical Name:(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-phenylmethylboronate
CAS No.:497258-69-2
Molecular Formula:C₂₃H₂₈BNO₃S
Molecular Weight:409.357
Hs Code.:

Synonyms:(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-phenylmethylboronate

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Chemical Property of (+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-phenylmethylboronate

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Technology Process of (+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-phenylmethylboronate

There total 5 articles about (+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-phenylmethylboronate 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: 56.0%

: 497258-69-2
(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-phenylmethylboronate

Guidance literature:

Reference yield:

: 39098-97-0
2-thienylacetic acid chloride

: (1S,2S,6R,8S)-4-[(R)-(1,1,1,3,3,3-Hexamethyl-disilazan-2-yl)-phenyl-methyl]-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane

: 497258-69-2
(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-phenylmethylboronate

Guidance literature:: (1S,2S,6R,8S)-4-[(R)-(1,1,1,3,3,3-Hexamethyl-disilazan-2-yl)-phenyl-methyl]-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane; 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:

: 18680-27-8
pinanediol

: 497258-69-2
(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-phenylmethylboronate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 88 percent / tetrahydrofuran / 0.17 h

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: 631 mg / tetrahydrofuran / -78 - 20 °C

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