(+/-)-methyl 2-[(2E)-3-(4-hydroxy-3-methoxy)phenyl-1-oxoprop-2-enyloxy]-3-[3,4-bis(hydroxy)phenyl]propanoate

Base Information

Chemical Name:(+/-)-methyl 2-[(2E)-3-(4-hydroxy-3-methoxy)phenyl-1-oxoprop-2-enyloxy]-3-[3,4-bis(hydroxy)phenyl]propanoate
CAS No.:181701-84-8
Molecular Formula:C₂₀H₂₀O₈
Molecular Weight:388.374
Hs Code.:

Synonyms:(+/-)-methyl 2-[(2E)-3-(4-hydroxy-3-methoxy)phenyl-1-oxoprop-2-enyloxy]-3-[3,4-bis(hydroxy)phenyl]propanoate

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Chemical Property of (+/-)-methyl 2-[(2E)-3-(4-hydroxy-3-methoxy)phenyl-1-oxoprop-2-enyloxy]-3-[3,4-bis(hydroxy)phenyl]propanoate

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Technology Process of (+/-)-methyl 2-[(2E)-3-(4-hydroxy-3-methoxy)phenyl-1-oxoprop-2-enyloxy]-3-[3,4-bis(hydroxy)phenyl]propanoate

There total 4 articles about (+/-)-methyl 2-[(2E)-3-(4-hydroxy-3-methoxy)phenyl-1-oxoprop-2-enyloxy]-3-[3,4-bis(hydroxy)phenyl]propanoate 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: 95.0%

: (+/-)-methyl 2-[(2E)-3-(4-tert-butyldimethylsilyloxy-3-methoxy)phenyl-1-oxoprop-2-enyloxy]-3-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]propanoate

: 181701-84-8
(+/-)-methyl 2-[(2E)-3-(4-hydroxy-3-methoxy)phenyl-1-oxoprop-2-enyloxy]-3-[3,4-bis(hydroxy)phenyl]propanoate

Guidance literature:: With triethylamine hydrofluoride; In pyridine; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/ejoc.201200689

Reference yield:

: 250740-82-0
methyl 3-[3,4-bis(tertbutyldimethylsilyloxy)phenyl]propenoate

: 181701-84-8
(+/-)-methyl 2-[(2E)-3-(4-hydroxy-3-methoxy)phenyl-1-oxoprop-2-enyloxy]-3-[3,4-bis(hydroxy)phenyl]propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: osmium(VIII) oxide; methanesulfonamide; water; 4-methylmorpholine N-oxide / tert-butyl alcohol / 36 h / 0 - 20 °C / Inert atmosphere

2: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 2 h / -78 °C / Inert atmosphere

3: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

4: triethylamine hydrofluoride / pyridine / 0.5 h / 20 °C / Inert atmosphere

With triethylsilane; dmap; osmium(VIII) oxide; methanesulfonamide; boron trifluoride diethyl etherate; water; benzotriazol-1-ol; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine hydrofluoride; In pyridine; dichloromethane; tert-butyl alcohol;
DOI:10.1002/ejoc.201200689

Reference yield:

: (+/-)-methyl 3-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]-2-hydroxypropanoate

: 181701-84-8
(+/-)-methyl 2-[(2E)-3-(4-hydroxy-3-methoxy)phenyl-1-oxoprop-2-enyloxy]-3-[3,4-bis(hydroxy)phenyl]propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2: triethylamine hydrofluoride / pyridine / 0.5 h / 20 °C / Inert atmosphere

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine hydrofluoride; In pyridine; dichloromethane;
DOI:10.1002/ejoc.201200689