(2'S,4'R,6'S)-2'-(3''',4'''-dihydroxyphenethyl)-6'-(4''''-hydroxy-3''''-methoxyphenyl)tetrahydropyran-4'-yl-3-methoxyphenyl carbamate

Base Information

Chemical Name:(2'S,4'R,6'S)-2'-(3''',4'''-dihydroxyphenethyl)-6'-(4''''-hydroxy-3''''-methoxyphenyl)tetrahydropyran-4'-yl-3-methoxyphenyl carbamate
CAS No.:1440431-81-1
Molecular Formula:C₂₈H₃₁NO₈
Molecular Weight:509.556
Hs Code.:

Synonyms:

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Chemical Property of (2'S,4'R,6'S)-2'-(3''',4'''-dihydroxyphenethyl)-6'-(4''''-hydroxy-3''''-methoxyphenyl)tetrahydropyran-4'-yl-3-methoxyphenyl carbamate

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Technology Process of (2'S,4'R,6'S)-2'-(3''',4'''-dihydroxyphenethyl)-6'-(4''''-hydroxy-3''''-methoxyphenyl)tetrahydropyran-4'-yl-3-methoxyphenyl carbamate

There total 2 articles about (2'S,4'R,6'S)-2'-(3''',4'''-dihydroxyphenethyl)-6'-(4''''-hydroxy-3''''-methoxyphenyl)tetrahydropyran-4'-yl-3-methoxyphenyl carbamate 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:

: 1440432-71-2
(S)-1-(3′,4′-dibenzyloxyphenyl)hex-5-ene-3-ol

: 121-33-5,8014-42-4
vanillin

: 18908-07-1
3-methoxyphenyl isocyanate

: 1440431-81-1
(2'S,4'R,6'S)-2'-(3''',4'''-dihydroxyphenethyl)-6'-(4''''-hydroxy-3''''-methoxyphenyl)tetrahydropyran-4'-yl-3-methoxyphenyl carbamate

Guidance literature:: vanillin; With tetra-(n-butyl)ammonium iodide; caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 16h; Inert atmosphere;

(S)-1-(3′,4′-dibenzyloxyphenyl)hex-5-ene-3-ol; With trimethylsilyl acetate; acetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

3-methoxyphenyl isocyanate; Further stages;
DOI:10.1002/anie.201205728

Reference yield:

: 524004-38-4
3-[3,4-bis(benzyloxy)phenyl]propan-1-ol

: 1440431-81-1
(2'S,4'R,6'S)-2'-(3''',4'''-dihydroxyphenethyl)-6'-(4''''-hydroxy-3''''-methoxyphenyl)tetrahydropyran-4'-yl-3-methoxyphenyl carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hydrogencarbonate; sodium hypochlorite / dichloromethane; water / -10 - 5 °C

2.1: B-chlorodiisopinocampheylborane / tetrahydrofuran / 2.5 h / -75 - 20 °C

2.2: 2.5 h / -100 - 20 °C

3.1: caesium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 16 h / 80 °C / Inert atmosphere

3.2: 0.17 h / 20 °C

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; caesium carbonate; B-chlorodiisopinocampheylborane; potassium bromide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201205728