(2R,3R,4R,E)-1,3,4-tris(benzyloxy)-6-(4-methoxyphenyl)hex-5-en-2-ol

Base Information

• Chemical Name: (2R,3R,4R,E)-1,3,4-tris(benzyloxy)-6-(4-methoxyphenyl)hex-5-en-2-ol
• CAS No.: 1607468-98-3
• Molecular Formula: C₃₄H₃₆O₅
• Molecular Weight: 524.657
• Mol file: 1607468-98-3.mol

Synonyms:(2R,3R,4R,E)-1,3,4-tris(benzyloxy)-6-(4-methoxyphenyl)hex-5-en-2-ol

Chemical Property of (2R,3R,4R,E)-1,3,4-tris(benzyloxy)-6-(4-methoxyphenyl)hex-5-en-2-ol

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (2R,3R,4R,E)-1,3,4-tris(benzyloxy)-6-(4-methoxyphenyl)hex-5-en-2-ol

There total 1 articles about (2R,3R,4R,E)-1,3,4-tris(benzyloxy)-6-(4-methoxyphenyl)hex-5-en-2-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: 73.0%

3,4,6-tri-O-benzyl-D-glucal (55628-54-1) + 4-methoxyphenylboronic acid (5720-07-0) → (2R,3R,4R,E)-1,3,4-tris(benzyloxy)-6-(4-methoxyphenyl)hex-5-en-2-ol (1607468-98-3)

Guidance literature:

With bis(acetylacetonate)nickel(II); potassium carbonate; In toluene; at 170 ℃; for 1.5h; Molecular sieve; Microwave irradiation; Inert atmosphere;

DOI:10.1021/jo500730y

Reference yield: 82.0%

(2R,3R,4R,E)-1,3,4-tris(benzyloxy)-6-(4-methoxyphenyl)hex-5-en-2-ol (1607468-98-3) → 1-(4,6-di-O-benzyl-2,3-dideoxy-D-erythro-hex-2-enopyranosyl)-3-chloro-4-fluorobenzene

Guidance literature:

With triphenylphosphine hydrobromide; at 0 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo500730y

Reference yield:

(2R,3R,4R,E)-1,3,4-tris(benzyloxy)-6-(4-methoxyphenyl)hex-5-en-2-ol (1607468-98-3) → 1-(4,6-di-O-benzyl-2,3-dideoxy-D-erythro-hex-2-enopyranosyl)-3-chloro-4-fluorobenzene + 1-(4,6-di-O-benzyl-2,3-dideoxy-D-erythro-hex-2-enopyranosyl)-3-chloro-4-fluorobenzene

Guidance literature:

With scandium tris(trifluoromethanesulfonate); at 0 ℃; Overall yield = 74 %; Overall yield = 32.4 mg; regioselective reaction; Inert atmosphere;

DOI:10.1021/jo500730y

upstream raw materials:

3,4,6-tri-O-benzyl-D-glucal

4-methoxyphenylboronic acid