(4R,5R)-2-((E)-Hept-1-enyl)-4,5-bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolane

Base Information

Chemical Name:(4R,5R)-2-((E)-Hept-1-enyl)-4,5-bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolane
CAS No.:199185-03-0
Molecular Formula:C₃₇H₄₁BO₄
Molecular Weight:560.541
Hs Code.:

Synonyms:(4R,5R)-2-((E)-Hept-1-enyl)-4,5-bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolane

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Chemical Property of (4R,5R)-2-((E)-Hept-1-enyl)-4,5-bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolane

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Technology Process of (4R,5R)-2-((E)-Hept-1-enyl)-4,5-bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolane

There total 7 articles about (4R,5R)-2-((E)-Hept-1-enyl)-4,5-bis-(methoxy-diphenyl-methyl)-[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: 79.0%

: 130874-89-4
(2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butandiol

: 60595-37-1
(E)-1-iodohept-1-ene

: 199185-03-0
(4R,5R)-2-((E)-Hept-1-enyl)-4,5-bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolane

Guidance literature:: (E)-1-iodohept-1-ene; With tert.-butyl lithium; In diethyl ether; hexane; at -78 ℃; for 0.5h;

With Triisopropyl borate; In diethyl ether; hexane; at -78 - 20 ℃;

(2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenyl-2,3-butandiol; In diethyl ether; hexane; at 20 ℃; for 18h;
DOI:10.1021/jo9910278

Reference yield:

: 130888-43-6
(4R,5R)-4,5-bis(methoxymethyl)-2-(p-methoxyphenyl)-α,α,α',α'-tetraphenyl-1,3-dioxolane

: 199185-03-0
(4R,5R)-2-((E)-Hept-1-enyl)-4,5-bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,3-dichloro-4,5-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 2 h / 20 °C

1.2: LiAlH₄ / diethyl ether / 2 h / 20 °C

2.1: BH₃*SMe₂ / CH₂Cl₂ / 4 h / Heating

3.1: 12 h / 90 °C

With dimethylsulfide borane complex; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; 1.1: Ring cleavage / 1.2: Reduction / 2.1: Cycloaddition / 3.1: Addition;
DOI:10.1021/jo9910278

Reference yield:

: 199185-13-2
(4R,5R)-4,5-Bis-(methoxy-diphenyl-methyl)-2-((1S,2S)-2-pentyl-cyclopropyl)-[1,3,2]dioxaborolane

: 199185-03-0
(4R,5R)-2-((E)-Hept-1-enyl)-4,5-bis-(methoxy-diphenyl-methyl)-[1,3,2]dioxaborolane

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

2: BH₃*SMe₂ / CH₂Cl₂ / 4 h / Heating

3: 12 h / 90 °C

With lithium aluminium tetrahydride; dimethylsulfide borane complex; In tetrahydrofuran; dichloromethane; 1: Reduction / 2: Cycloaddition / 3: Addition;
DOI:10.1021/jo9910278