benzoic acid (2S,2'R)-2-(5',5'-dimethyl-tetrahydrofuran-2'-yl)-2-hydroxy-propyl ester

Base Information

• Chemical Name: benzoic acid (2S,2'R)-2-(5',5'-dimethyl-tetrahydrofuran-2'-yl)-2-hydroxy-propyl ester
• CAS No.: 434956-72-6
• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.348

Synonyms:benzoic acid (2S,2'R)-2-(5',5'-dimethyl-tetrahydrofuran-2'-yl)-2-hydroxy-propyl ester

Chemical Property of benzoic acid (2S,2'R)-2-(5',5'-dimethyl-tetrahydrofuran-2'-yl)-2-hydroxy-propyl ester

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Technology Process of benzoic acid (2S,2'R)-2-(5',5'-dimethyl-tetrahydrofuran-2'-yl)-2-hydroxy-propyl ester

There total 6 articles about benzoic acid (2S,2'R)-2-(5',5'-dimethyl-tetrahydrofuran-2'-yl)-2-hydroxy-propyl ester 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: 70.0%

benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester (434956-95-3) → benzoic acid (2S,2'R)-2-(5',5'-dimethyl-tetrahydrofuran-2'-yl)-2-hydroxy-propyl ester (434956-72-6)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 4h;

DOI:10.1055/s-2002-19792

Reference yield: 49.0%

benzoic acid (1S,2S)-4-hydroxy-4-methyl-1-(2-methyl-oxiranyl)-pentyl ester (434956-23-7) → benzoic acid (2S,2'R)-2-(5',5'-dimethyl-tetrahydrofuran-2'-yl)-2-hydroxy-propyl ester (434956-72-6) + benzoic acid (2S,3S)-2-hydroxymethyl-2,6,6-trimethyl-tetrahydro-pyran-3-yl ester (434956-90-8) + benzoic acid (1S,1'R)-1-(1',2'-dihydroxy-1'-methyl-ethyl)-4-hydroxy-4-methyl-pentyl ester (434956-84-0) + benzoic acid (2R,3S)-2,3,6-trihydroxy-2,6-dimethyl-heptyl ester (434956-88-4)

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at -40 - 20 ℃; for 12h;

DOI:10.1055/s-2002-19792

Reference yield: 27.0%

benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester (434956-95-3) → benzoic acid (1S,2S)-4-hydroxy-4-methyl-1-(2-methyl-oxiranyl)-pentyl ester (434956-23-7) + benzoic acid (2S,2'R)-2-(5',5'-dimethyl-tetrahydrofuran-2'-yl)-2-hydroxy-propyl ester (434956-72-6)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1055/s-2002-19792

upstream raw materials:

benzoic acid (1S,2S)-4-hydroxy-4-methyl-1-(2-methyl-oxiranyl)-pentyl ester

benzoic acid (1S,1'S)-4-hydroxy-1-[1'-hydroxy-1'-methyl-2'-(toluene-4-sulfonyloxy)-ethyl]-4-methyl-pentyl ester

benzoyl chloride

benzoic acid (1S,2R)-4-hydroxy-4-methyl-1-(2-methyl-oxiranyl)-pentyl ester

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