(S,E)-4-(2,6-bis((benzyloxy)methoxy)-4-(prop-1-en-1-yl)phenyl)-3-methylbutan-2-one

Base Information

Chemical Name:(S,E)-4-(2,6-bis((benzyloxy)methoxy)-4-(prop-1-en-1-yl)phenyl)-3-methylbutan-2-one
CAS No.:1450741-59-9
Molecular Formula:C₃₀H₃₄O₅
Molecular Weight:474.597
Hs Code.:

Synonyms:(S,E)-4-(2,6-bis((benzyloxy)methoxy)-4-(prop-1-en-1-yl)phenyl)-3-methylbutan-2-one

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Chemical Property of (S,E)-4-(2,6-bis((benzyloxy)methoxy)-4-(prop-1-en-1-yl)phenyl)-3-methylbutan-2-one

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Technology Process of (S,E)-4-(2,6-bis((benzyloxy)methoxy)-4-(prop-1-en-1-yl)phenyl)-3-methylbutan-2-one

There total 9 articles about (S,E)-4-(2,6-bis((benzyloxy)methoxy)-4-(prop-1-en-1-yl)phenyl)-3-methylbutan-2-one 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: 85.0%

: 1450741-58-8
(S)-3-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide

: 1450741-59-9
(S,E)-4-(2,6-bis((benzyloxy)methoxy)-4-(prop-1-en-1-yl)phenyl)-3-methylbutan-2-one

Guidance literature:: With methyllithium; In tetrahydrofuran; at -78 - 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/jo5008527

Reference yield: 84.0%

: 1450741-58-8
(S)-3-(2,6-bis((benzyloxy)methoxy)-4-((E)-prop-1-en-1-yl)phenyl)-N-((1R,2R)-1-hydroxy-1-phenylpropan-2-yl)-N,2-dimethylpropanamide

: 917-54-4
methyllithium

: 1450741-59-9
(S,E)-4-(2,6-bis((benzyloxy)methoxy)-4-(prop-1-en-1-yl)phenyl)-3-methylbutan-2-one

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 0.25h; Inert atmosphere; Schlenk technique;
DOI:10.1021/ol402191t

Reference yield:

: 1450741-54-4
3,5-bis((benzyloxy)methoxy)-4-bromobenzaldehyde

: 1450741-59-9
(S,E)-4-(2,6-bis((benzyloxy)methoxy)-4-(prop-1-en-1-yl)phenyl)-3-methylbutan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 18-crown-6 ether; potassium tert-butylate / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

2: palladium diacetate; ruphos; potassium carbonate / toluene; water / 1.5 h / 85 °C / Inert atmosphere; Schlenk technique

3: tetrahydrofuran; diethyl ether / 0.25 h / -78 - 0 °C / Inert atmosphere; Schlenk technique

With 18-crown-6 ether; potassium tert-butylate; palladium diacetate; potassium carbonate; ruphos; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; 1: |Wittig Olefination / 2: |Suzuki Coupling;
DOI:10.1021/ol402191t