(2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol

Base Information

• Chemical Name: (2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol
• CAS No.: 127898-38-8
• Molecular Formula: C₂₁H₂₄O₄
• Molecular Weight: 340.419
• Mol file: 127898-38-8.mol

Synonyms:(2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol

Chemical Property of (2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol

There total 1 articles about (2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol 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:

2-bromophenyl benzyl ether (31575-75-4) + 7-oxabicyclo<2.2.1>heptane tetrahydrofuranol (404575-34-4) → (2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol (127898-38-8)

Guidance literature:

With tert.-butyl lithium; Multistep reaction; 1.) ether, pentane, a) -78 deg C, 30 min, b) 0 deg C, 15 min, 2.) ether, pentane, THF, 0 deg C, 1 h;

DOI:10.1021/jm00113a030

Reference yield:

(2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol (127898-38-8) → 2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenol (127898-39-9)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; for 40h; under 2068.6 Torr;

DOI:10.1021/jm00113a030

Reference yield:

(2-Benzyloxy-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol (127898-38-8) → C25H29N3O5 (127898-30-0,127995-15-7)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂, glacial HOAc / 10percent Pd/C / 40 h / 2068.6 Torr

2: 1.) NaH / 1.) THF, 25 deg C, 1 h, 2.) THF, DMF, 2 h

3: Dess-Martin periodinane / CH₂Cl₂ / 0.25 h / 25 °C

4: methanol / 40 h / 25 °C

With hydrogen; sodium hydride; Dess-Martin periodane; acetic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm00113a030

upstream raw materials:

2-bromophenyl benzyl ether

7-oxabicyclo<2.2.1>heptane tetrahydrofuranol

Downstream raw materials:

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

<1S-1α,2α,3α,4α>-<3-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>phenoxy>acetic acid, ethyl ester

[2-((1S,2R,3S,4R)-3-Formyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenoxy]-acetic acid ethyl ester

<1S-1α,2α,3α,4α>-<2-<<3-<<<(phenylamino)carbonyl>hydrazono>methyl>-7-oxabicyclo<2.2.1>hept-2-yl>methyl>phenoxy>acetic acid