(1'R,2'R,4R,5R)-2-{2'-[(E)-2-methoxycarbonylethenyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane

Base Information

Chemical Name:(1'R,2'R,4R,5R)-2-{2'-[(E)-2-methoxycarbonylethenyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane
CAS No.:321882-80-8
Molecular Formula:C₃₇H₃₇BO₆
Molecular Weight:588.508
Hs Code.:

Synonyms:(1'R,2'R,4R,5R)-2-{2'-[(E)-2-methoxycarbonylethenyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane

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Chemical Property of (1'R,2'R,4R,5R)-2-{2'-[(E)-2-methoxycarbonylethenyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane

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Technology Process of (1'R,2'R,4R,5R)-2-{2'-[(E)-2-methoxycarbonylethenyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane

There total 4 articles about (1'R,2'R,4R,5R)-2-{2'-[(E)-2-methoxycarbonylethenyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-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: 91.0%

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 615574-37-3
(4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-2-((1R,2R)-2-vinyl-cyclopropyl)-[1,3,2]dioxaborolane

: 321882-80-8
(1'R,2'R,4R,5R)-2-{2'-[(E)-2-methoxycarbonylethenyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃; for 48h; optical yield given as %de; Inert atmosphere;
DOI:10.1002/ejoc.200900414

Reference yield: 52.0%

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 615574-37-3
(4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-2-((1R,2R)-2-vinyl-cyclopropyl)-[1,3,2]dioxaborolane

: 321882-80-8
(1'R,2'R,4R,5R)-2-{2'-[(E)-2-methoxycarbonylethenyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane

: (E)-1,2-bis{(1R,2R)-2-[(4R,5R)-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolan-2-yl]cyclopropyl}ethene

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; Heating;
DOI:10.1016/S0022-328X(03)00403-0

Reference yield:

: 5927-18-4
trimethyl phosphonoacetate

: 321882-79-5
(1R,2R)-2-[(4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolan-2-yl]-cyclopropanecarbaldehyde

: 321882-80-8
(1'R,2'R,4R,5R)-2-{2'-[(E)-2-methoxycarbonylethenyl]cyclopropyl}-4,5-bis(methoxydiphenylmethyl)-1,3,2-dioxaborolane

Guidance literature:: trimethyl phosphonoacetate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

(1R,2R)-2-[(4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolan-2-yl]-cyclopropanecarbaldehyde; In tetrahydrofuran; at 20 ℃; for 12h; Further stages.;
DOI:10.1021/jo0056601