(Z)-1-(benzyloxy)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaboralanyl)-pent-3-ene

Base Information

Chemical Name:(Z)-1-(benzyloxy)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaboralanyl)-pent-3-ene
CAS No.:791845-43-7
Molecular Formula:C₁₈H₂₇BO₃
Molecular Weight:302.222
Hs Code.:

Synonyms:(Z)-1-(benzyloxy)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaboralanyl)-pent-3-ene

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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 (Z)-1-(benzyloxy)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaboralanyl)-pent-3-ene

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Technology Process of (Z)-1-(benzyloxy)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaboralanyl)-pent-3-ene

There total 6 articles about (Z)-1-(benzyloxy)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaboralanyl)-pent-3-ene 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: 76.0%

: 1440277-77-9
(Z)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaboralanyl)-pent-3-en-1-ol

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 791845-43-7
(Z)-1-(benzyloxy)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaboralanyl)-pent-3-ene

Guidance literature:: With trifluorormethanesulfonic acid; In 1,4-dioxane; at 20 ℃; for 16h; Inert atmosphere; Schlenk technique;
DOI:10.1002/anie.201207312

Reference yield: 74.0%

: 98689-60-2
5-benzyloxypent-2-yne

: 73183-34-3
bis(pinacol)diborane

: 791845-43-7
(Z)-1-(benzyloxy)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaboralanyl)-pent-3-ene

Guidance literature:: bis(pinacol)diborane; With copper(l) chloride; sodium t-butanolate; (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(bis(3,5-bis(trifluoromethyl)phenyl)phosphine); In toluene; at 20 ℃; for 0.0833333h; Inert atmosphere;

5-benzyloxypent-2-yne; In methanol; toluene; at 28 ℃; for 3h; regioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201103612

Reference yield:

: 73183-34-3
bis(pinacol)diborane

: 203577-52-0
5-benzyloxypenta-1,2-diene

: 791845-43-7
(Z)-1-(benzyloxy)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaboralanyl)-pent-3-ene

: 1426250-27-2
2-(5-(benzyloxy)pent-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: bis(pinacol)diborane; With 1,3-dimethylimidazolium chloride; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; at 22 ℃; for 0.5h; Inert atmosphere;

5-benzyloxypenta-1,2-diene; With methanol; In tetrahydrofuran; at 22 ℃; for 8h; Overall yield = 76 %; stereoselective reaction; Inert atmosphere;
DOI:10.1021/ol4004178