(4S,5S)-2-dichloromethyl-4,5-dicyclohexyl-1,3,2-dioxaborolane

Base Information

Chemical Name:(4S,5S)-2-dichloromethyl-4,5-dicyclohexyl-1,3,2-dioxaborolane
CAS No.:105065-54-1
Molecular Formula:C₁₅H₂₅BCl₂O₂
Molecular Weight:319.079
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,5S)-2-dichloromethyl-4,5-dicyclohexyl-1,3,2-dioxaborolane

Chemical Property:

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Technology Process of (4S,5S)-2-dichloromethyl-4,5-dicyclohexyl-1,3,2-dioxaborolane

There total 1 articles about (4S,5S)-2-dichloromethyl-4,5-dicyclohexyl-1,3,2-dioxaborolane 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: 100.0%

: 62260-99-5
diisopropyl (dichloromethyl)-boronate

: 120850-91-1
(S,S)-(-)-1,2-dicyclohexyl-ethane-1,2-diol

: 105065-54-1
(4S,5S)-2-dichloromethyl-4,5-dicyclohexyl-1,3,2-dioxaborolane

Guidance literature:: In hexane; byproducts: (CH3)2CHOH; a soln. of Cl2CHBO2C2H2iPr2 and HOCH(C6H11)CH(OH)C6H11 in hexane is stirred for 30 min at room temp., the iPrOH/hexane azeotrope distilled, residual solvent removed in vacuo (60°C bath); recrystallization from petroleum ether, elem. anal.;

Reference yield: 62.0%

: 105065-54-1
(4S,5S)-2-dichloromethyl-4,5-dicyclohexyl-1,3,2-dioxaborolane

: 917-54-4
methyllithium

: 6524-17-0,29283-76-9,6386-72-7
(Z)-1-propenyllithium

: 120788-76-3
{(4S,5S)-4,5-dicyclohexyl-2-(Z)-propenyl}-1,3,2-dioxaborolane

: 105065-55-2
(4S,5S)-4,5-dicyclohexyl-2-<(1S,2Z)-1-methyl-2-butenyl>-1,3,2-dioxaborolane

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; diethyl ether; Cl2CHBO2C2H2(C6H11)2 reacts in THF with MeLi at -78°C, 45 min stirring, addn. of ZnCl2, room temp., again -78°C and addn. of Z-propenyllithium, at room temp. hydrolysis and extraction with ether, drying of the organic soln.; chromatographic purification with Kieselgel 60 (petroleum ether/ether);

Reference yield:

: 105065-54-1
(4S,5S)-2-dichloromethyl-4,5-dicyclohexyl-1,3,2-dioxaborolane

: 917-54-4
methyllithium

: C₁₆H₂₈BClO₂

Guidance literature:: (4S,5S)-2-dichloromethyl-4,5-dicyclohexyl-1,3,2-dioxaborolane; methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; diethyl ether; at -78 - 25 ℃; for 4h; Inert atmosphere;
DOI:10.1002/ejoc.201200059