(R)-4-(6-Hydroxy-6'-hydroxymethyl-2',4'-dimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(R)-4-(6-Hydroxy-6'-hydroxymethyl-2',4'-dimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
CAS No.:461031-73-2
Molecular Formula:C₂₅H₃₃NO₇
Molecular Weight:459.54
Hs Code.:

Synonyms:(R)-4-(6-Hydroxy-6'-hydroxymethyl-2',4'-dimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Chemical Property of (R)-4-(6-Hydroxy-6'-hydroxymethyl-2',4'-dimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

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Technology Process of (R)-4-(6-Hydroxy-6'-hydroxymethyl-2',4'-dimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 10 articles about (R)-4-(6-Hydroxy-6'-hydroxymethyl-2',4'-dimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 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: 68.0%

: 143674-55-9
tert-butyl (R)-2,2'-dimethyl-4-[3',5'-dimethoxy-6H-dibenzo[b,d]pyran-7'-on]-oxazolidine-N-carboxylate

: 461031-73-2
(R)-4-(6-Hydroxy-6'-hydroxymethyl-2',4'-dimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/0040-4039(92)88096-N

Reference yield:

: 705-76-0
3,5-dimethoxybenzyl alcohol

: 461031-73-2
(R)-4-(6-Hydroxy-6'-hydroxymethyl-2',4'-dimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / NBS / CHCl₃ / 45 °C

2: 90 percent / PDC / CHCl₃

3: 85 percent / NaClO₂ / dimethylsulfoxide / 12 h / Ambient temperature

4: SOCl₂ / Heating

5: Et₃N, DMAP / CHCl₃ / 0 °C

6: 25 percent / NaOAc / Pd(PPh₃)2Cl₂ / N,N-dimethyl-acetamide / 130 °C

7: 68 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

With dmap; sodium chlorite; N-Bromosuccinimide; lithium aluminium tetrahydride; dipyridinium dichromate; thionyl chloride; sodium acetate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; chloroform; N,N-dimethyl acetamide; dimethyl sulfoxide;
DOI:10.1016/0040-4039(92)88096-N

Reference yield:

: 17275-87-5
2-Brom-3.5-dimethoxy-benzoylchlorid

: 461031-73-2
(R)-4-(6-Hydroxy-6'-hydroxymethyl-2',4'-dimethoxy-biphenyl-3-yl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N, DMAP / CHCl₃ / 0 °C

2: 25 percent / NaOAc / Pd(PPh₃)2Cl₂ / N,N-dimethyl-acetamide / 130 °C

3: 68 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

With dmap; lithium aluminium tetrahydride; sodium acetate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; chloroform; N,N-dimethyl acetamide;
DOI:10.1016/0040-4039(92)88096-N