3-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol

Base Information

Chemical Name:3-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol
CAS No.:127898-35-5
Molecular Formula:C₁₄H₁₈O₃
Molecular Weight:234.295
Hs Code.:

Synonyms:3-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol

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Chemical Property of 3-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol

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Technology Process of 3-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol

There total 5 articles about 3-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol 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: 98.0%

: 127898-34-4
{(1R,2R,3R,4S)-3-[3-(tert-Butyl-dimethyl-silanyloxy)-benzyl]-7-oxa-bicyclo[2.2.1]hept-2-yl}-methanol

: 127898-35-5
3-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 25 ℃; for 4h;
DOI:10.1021/jm00113a030

Reference yield:

: 591-20-8
3-Bromophenol

: 127898-35-5
3-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / imidazole / dimethylformamide / 18 h / 25 °C

2: 1.) tert-butyllithium / 1.) ether, pentane, a) -78 deg C, 30 min, b) 0 deg C, 15 min, 2.) ether, pentane, THF, 0 deg C, 1 h

3: 70 percent / H₂, glacial CH₃COOH / 10percent Pd/C / 40 h / 2068.6 Torr

4: 98 percent / 48percent aq. HF / acetonitrile / 4 h / 25 °C

With 1H-imidazole; hydrogen fluoride; hydrogen; tert.-butyl lithium; acetic acid; palladium on activated charcoal; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00113a030

Reference yield:

: 65423-56-5
1-bromo-3-[(tert-butyldimethylsilyl)oxy]benzene

: 127898-35-5
3-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) tert-butyllithium / 1.) ether, pentane, a) -78 deg C, 30 min, b) 0 deg C, 15 min, 2.) ether, pentane, THF, 0 deg C, 1 h

2: 70 percent / H₂, glacial CH₃COOH / 10percent Pd/C / 40 h / 2068.6 Torr

3: 98 percent / 48percent aq. HF / acetonitrile / 4 h / 25 °C

With hydrogen fluoride; hydrogen; tert.-butyl lithium; acetic acid; palladium on activated charcoal; In acetonitrile;
DOI:10.1021/jm00113a030