isopropyl (S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

Base Information

• Chemical Name: isopropyl (S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
• CAS No.: 1280727-98-1
• Molecular Formula: C₁₂H₁₆O₅
• Molecular Weight: 240.256
• Mol file: 1280727-98-1.mol

Synonyms:isopropyl (S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

Chemical Property of isopropyl (S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of isopropyl (S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

There total 15 articles about isopropyl (S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 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: 87.0%

IDHP (868785-50-6) → isopropyl (S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (1280727-98-1) + isopropyl (R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (950665-05-1)

Guidance literature:

With NOVASEP-SFC 3050, CHIRALPAK AD-H; In methanol; water; Resolution of racemate; Large scale;

DOI:10.1021/op4002593

Reference yield: 65.0%

isopropyl (2S,3R)-3-(3,4-bis(benzyloxy)phenyl)-2,3-dihydroxy propanoate (1280727-97-0) → isopropyl (S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (1280727-98-1)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In isopropyl alcohol; at 0 ℃; for 16h; under 3750.38 Torr; optical yield given as %ee; enantiospecific reaction;

DOI:10.1016/j.tetasy.2010.11.030

Reference yield:

isopropyl (2R,3S)-3-(3,4-bis(benzyloxy)phenyl)-2,3-dihydroxy propanoate (1280727-96-9) → isopropyl (S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (1280727-98-1) + isopropyl (R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (950665-05-1)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In isopropyl alcohol; at 0 ℃; for 16h; under 3750.38 Torr; optical yield given as %ee; enantioselective reaction;

DOI:10.1016/j.tetasy.2010.11.030

upstream raw materials:

3,4-dibenzyloxybenzaldehyde

isopropyl (E)-3,4-bis(benzyloxy) cinnamate

isopropyl (2R,3S)-3-(3,4-bis(benzyloxy)phenyl)-2,3-dihydroxy propanoate

isopropyl (2S,3R)-3-(3,4-bis(benzyloxy)phenyl)-2,3-dihydroxy propanoate

Refernces

• 1、 Chen, Ming,Chen, Hui,Wang, Yuzhen,Wang, Haibo,Nan, Yefei,Zheng, Xiaohui,Jiang, Ru. "Efficient and practical asymmetric synthesis of isopropyl (R)-3-(3′,4′-dihydroxyphenyl)-2-hydroxypropanoate and its enantiomer". . p. 4 - 7. Retrieved 2011/04/17.