(4'R,5'R,2E)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]prop-2-en-1-yl methanesulfonate

Base Information

• Chemical Name: (4'R,5'R,2E)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]prop-2-en-1-yl methanesulfonate
• CAS No.: 1240510-17-1
• Molecular Formula: C₃₄H₃₅BO₇S
• Molecular Weight: 598.525
• Mol file: 1240510-17-1.mol

Synonyms:(4'R,5'R,2E)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]prop-2-en-1-yl methanesulfonate

Chemical Property of (4'R,5'R,2E)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]prop-2-en-1-yl methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4'R,5'R,2E)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]prop-2-en-1-yl methanesulfonate

There total 1 articles about (4'R,5'R,2E)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]prop-2-en-1-yl methanesulfonate 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%

methanesulfonyl chloride (124-63-0) + (4R,5R)-2-[(E)-2-{hydroxymethyl}ethenyl]-4,5-bis[methoxy(diphenyl)methyl]-1,3,2-dioxaborolane (251956-33-9) → (4'R,5'R,2E)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]prop-2-en-1-yl methanesulfonate (1240510-17-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo1008959

Reference yield: 82.0%

(4'R,5'R,2E)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]prop-2-en-1-yl methanesulfonate (1240510-17-1) + 3,4 difluorobenzaldehyde (34036-07-2) → (1R,2R,4'R,5'R)-2-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-1-(3,4-difluorophenyl)but-3-en-1-ol (1240510-27-3)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; water; tin(ll) chloride; In N,N-dimethyl-formamide; at 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo1008959

Reference yield: 79.0%

(4'R,5'R,2E)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]prop-2-en-1-yl methanesulfonate (1240510-17-1) + benzaldehyde (100-52-7) → (1R,2R,4'R,5'R)-2-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-1-phenylbut-3-en-1-ol (1178609-29-4)

Guidance literature:

With cis-dichlorobis(benzonitrile)palladium(II); tin(ll) chloride; In water; N,N-dimethyl-formamide; at 20 ℃; for 2h; diastereoselective reaction;

DOI:10.1055/s-0029-1217160

upstream raw materials:

methanesulfonyl chloride

(4R,5R)-2-[(E)-2-{hydroxymethyl}ethenyl]-4,5-bis[methoxy(diphenyl)methyl]-1,3,2-dioxaborolane

Downstream raw materials:

(3S,4R,4'R,5'R)-4-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-1-phenylhex-5-en-3-ol

(1R,2R,4'R,5'R)-2-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-1-phenylbut-3-en-1-ol

(3R,4R,4'R,5'R)-4-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-2-methylhex-5-en-3-ol

(3S,4S,4'R,5'R)-4-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-2-methylhex-5-en-3-ol