pinacol (R)-1-((R)-tert-butanesulfinamido)cyclohexylmethylboronate

Base Information

• Chemical Name: pinacol (R)-1-((R)-tert-butanesulfinamido)cyclohexylmethylboronate
• CAS No.: 1029700-88-6
• Molecular Formula: C₁₇H₃₄BNO₃S
• Molecular Weight: 343.339
• Mol file: 1029700-88-6.mol

Synonyms:pinacol (R)-1-((R)-tert-butanesulfinamido)cyclohexylmethylboronate

Chemical Property of pinacol (R)-1-((R)-tert-butanesulfinamido)cyclohexylmethylboronate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of pinacol (R)-1-((R)-tert-butanesulfinamido)cyclohexylmethylboronate

There total 3 articles about pinacol (R)-1-((R)-tert-butanesulfinamido)cyclohexylmethylboronate 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: 86.0%

bis(pinacol)diborane (73183-34-3) + (RS,E)-N-(cyclohexylmethylene)-2-methylpropane-2-sulfinamide (336105-28-3) → pinacol (R)-1-((R)-tert-butanesulfinamido)cyclohexylmethylboronate (1029700-88-6)

Guidance literature:

With copper(II) sulfate; tricyclohexylphosphine tetrafluoroborate; benzylamine; In water; toluene; at 0 - 20 ℃; diastereoselective reaction;

DOI:10.1021/jo500300t

Reference yield:

2-methyl-propane-2-sulfinic acid cyclohexylmethyleneamide + bis(pinacol)diborane (73183-34-3) → pinacol (R)-1-((R)-tert-butanesulfinamido)cyclohexylmethylboronate (1029700-88-6)

Guidance literature:

With (1,3-dicyclohexylimidazol-2-ylidene)copper(I) tert-butoxide; In toluene; at 20 ℃; for 24h; diastereoselective reaction; Glovebox; Inert atmosphere;

DOI:10.1002/asia.201800536

Reference yield:

cyclohexanecarbaldehyde (2043-61-0) → pinacol (R)-1-((R)-tert-butanesulfinamido)cyclohexylmethylboronate (1029700-88-6)

Guidance literature:

Multi-step reaction with 2 steps

1: titanium(IV) tetraethanolate / dichloromethane / 1.5 h / 20 °C / Inert atmosphere

2: (1,3-dicyclohexylimidazol-2-ylidene)copper(I) tert-butoxide / toluene / 24 h / 20 °C / Glovebox; Inert atmosphere

With titanium(IV) tetraethanolate; (1,3-dicyclohexylimidazol-2-ylidene)copper(I) tert-butoxide; In dichloromethane; toluene;

DOI:10.1002/asia.201800536

upstream raw materials:

bis(pinacol)diborane

(R_S,E)-N-(cyclohexylmethylene)-2-methylpropane-2-sulfinamide

cyclohexanecarbaldehyde