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

Base Information

• Chemical Name: (3R,4'R,5'R)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]pent-4-en-1-ol
• CAS No.: 883884-86-4
• Molecular Formula: C₃₅H₃₇BO₅
• Molecular Weight: 548.487

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

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

Chemical Property:

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

There total 1 articles about (3R,4'R,5'R)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]pent-4-en-1-ol 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: 94.0%

(3R,4'R,5'R)-ethyl 3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]pent-4-enoate (652993-67-4) → (3R,4'R,5'R)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]pent-4-en-1-ol (883884-86-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; n-heptane; at -78 - 4 ℃; for 2h;

DOI:10.1055/s-2005-921756

Reference yield: 100.0%

(3R,4'R,5'R)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]pent-4-en-1-ol (883884-86-4) + tert-butyldimethylsilyl chloride (18162-48-6) → (3R,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether (1044871-16-0)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 12h;

DOI:10.1002/chem.200800034

Reference yield: 93.0%

(3R,4'R,5'R)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]pent-4-en-1-ol (883884-86-4) + methanesulfonyl chloride (124-63-0) → (3R,4'R,5'R)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]pent-4-en-1-yl methanesulfonate (883884-88-6)

Guidance literature:

With triethylamine; In dichloromethane; at 4 - 20 ℃; for 0.5h;

DOI:10.1055/s-2005-921756

upstream raw materials:

(3R,4'R,5'R)-ethyl 3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]pent-4-enoate

Downstream raw materials:

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

(3R,4'R,5'R)-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]pent-1-ene

(3R,4'R,5'R)-tert-butyldimethylsilyl-3-[4',5'-bis(methoxydiphenylmethyl)-1',3',2'-dioxaborolan-2'-yl]-4-penten-1-yl ether

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