methyl (2R,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-tetrahydropyran-2-yl]acetate

Base Information

• Chemical Name: methyl (2R,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-tetrahydropyran-2-yl]acetate
• CAS No.: 1020267-39-3
• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.375
• Mol file: 1020267-39-3.mol

Synonyms:methyl (2R,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-tetrahydropyran-2-yl]acetate

Chemical Property of methyl (2R,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-tetrahydropyran-2-yl]acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-tetrahydropyran-2-yl]acetate

There total 1 articles about methyl (2R,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-tetrahydropyran-2-yl]acetate 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:

(+)-methyl (2E,5S)-5-(2-benzyloxyethyl)-4-oxaoct-2,7-dienoate (1020267-38-2) → methyl (2R,4R,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-tetrahydropyran-2-yl]acetate (1020267-40-6) + methyl (2R,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-tetrahydropyran-2-yl]acetate (1020267-39-3)

Guidance literature:

(+)-methyl (2E,5S)-5-(2-benzyloxyethyl)-4-oxaoct-2,7-dienoate; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

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

DOI:10.1021/ol800386d

Reference yield: 63.0%

(2S,3R,4S,5R)-3,4,5-trimethoxy-2-(phenylthio)tetrahydro-2H-pyran (870096-05-2) + methyl (2R,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-tetrahydropyran-2-yl]acetate (1020267-39-3) → C25H38O9 (1020267-42-8) + C25H38O9 (1020267-41-7)

Guidance literature:

(2S,3R,4S,5R)-3,4,5-trimethoxy-2-(phenylthio)tetrahydro-2H-pyran; In acetonitrile; at 20 ℃; for 1.5h; Molecular sieve; Inert atmosphere;

With N-Bromosuccinimide; In acetonitrile; at -40 ℃; for 0.333333h; Inert atmosphere;

methyl (2R,4S,6R)-[6-(2-benzyloxyethyl)-4-hydroxy-tetrahydropyran-2-yl]acetate; In acetonitrile; at -40 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol800386d

upstream raw materials:

(+)-methyl (2E,5S)-5-(2-benzyloxyethyl)-4-oxaoct-2,7-dienoate

Downstream raw materials:

C₂₅H₃₈O₉

C₂₅H₃₈O₉