(+)-pinanediol 2-[4-(3-carboxyphenyl)-[1,2,3]triazol-1-yl]-1S-(2-thiophen-2-yl-acetylamino)ethaneboronate ester

Base Information

Chemical Name:(+)-pinanediol 2-[4-(3-carboxyphenyl)-[1,2,3]triazol-1-yl]-1S-(2-thiophen-2-yl-acetylamino)ethaneboronate ester
CAS No.:1429666-53-4
Molecular Formula:C₂₇H₃₁BN₄O₅S
Molecular Weight:534.444
Hs Code.:

Synonyms:(+)-pinanediol 2-[4-(3-carboxyphenyl)-[1,2,3]triazol-1-yl]-1S-(2-thiophen-2-yl-acetylamino)ethaneboronate ester

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Chemical Property of (+)-pinanediol 2-[4-(3-carboxyphenyl)-[1,2,3]triazol-1-yl]-1S-(2-thiophen-2-yl-acetylamino)ethaneboronate ester

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Technology Process of (+)-pinanediol 2-[4-(3-carboxyphenyl)-[1,2,3]triazol-1-yl]-1S-(2-thiophen-2-yl-acetylamino)ethaneboronate ester

There total 7 articles about (+)-pinanediol 2-[4-(3-carboxyphenyl)-[1,2,3]triazol-1-yl]-1S-(2-thiophen-2-yl-acetylamino)ethaneboronate ester 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: 79.0%

: 1425968-44-0
(+)-pinanediol (1R)-2-azido-1-[(2-thienylacetyl)amino]ethaneboronate

: 10601-99-7
3-ethynylbenzoic acid

: 1429666-53-4
(+)-pinanediol 2-[4-(3-carboxyphenyl)-[1,2,3]triazol-1-yl]-1S-(2-thiophen-2-yl-acetylamino)ethaneboronate ester

Guidance literature:: With copper(II) sulfate; sodium L-ascorbate; In water; tert-butyl alcohol; at 60 ℃; for 2h; regioselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1021/acs.jmedchem.5b00341

Reference yield: 66.0%

: 1429666-53-4
(+)-pinanediol 2-[4-(3-carboxyphenyl)-[1,2,3]triazol-1-yl]-1S-(2-thiophen-2-yl-acetylamino)ethaneboronate ester

Guidance literature:: With copper; In 1,4-dioxane; at 150 ℃; for 0.5h; Inert atmosphere; Sealed tube; Microwave irradiation;

Reference yield:

: 1043894-61-6
(+)-pinanediol α-azidomethaneboronate

: 1429666-53-4
(+)-pinanediol 2-[4-(3-carboxyphenyl)-[1,2,3]triazol-1-yl]-1S-(2-thiophen-2-yl-acetylamino)ethaneboronate ester

Guidance literature:: Multi-step reaction with 5 steps

1: -100 °C / Inert atmosphere

2: tetrahydrofuran / -100 - 20 °C / Inert atmosphere

3: methanol / tetrahydrofuran / 1.17 h / -10 - 20 °C / Inert atmosphere

4: tetrahydrofuran / -10 °C / Inert atmosphere

5: sodium L-ascorbate; copper(II) sulfate / tert-butyl alcohol; water / 2 h / 60 °C / Inert atmosphere; Sealed tube

With methanol; copper(II) sulfate; sodium L-ascorbate; In tetrahydrofuran; water; tert-butyl alcohol;
DOI:10.1021/acs.jmedchem.5b00341