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

Base Information

Chemical Name:<1S-1α,2α,3α,4α>-2-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenebutanoic acid, methyl ester
CAS No.:135613-44-4
Molecular Formula:C₁₉H₂₆O₄
Molecular Weight:318.413
Hs Code.:

Synonyms:<1S-1α,2α,3α,4α>-2-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenebutanoic acid, methyl ester

Suppliers and Price of <1S-1α,2α,3α,4α>-2-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenebutanoic acid, methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of <1S-1α,2α,3α,4α>-2-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenebutanoic acid, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of <1S-1α,2α,3α,4α>-2-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenebutanoic acid, methyl ester

There total 16 articles about <1S-1α,2α,3α,4α>-2-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenebutanoic acid, methyl 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: 94.0%

: 135613-48-8
4-{2-[(1S,2R,3R,4R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl]-phenyl}-butyric acid methyl ester

: 135613-44-4
<1S-1α,2α,3α,4α>-2-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenebutanoic acid, methyl ester

Guidance literature:: With hydrogen fluoride; In acetonitrile; at 25 ℃; for 1h;
DOI:10.1021/jm00113a030

Reference yield:

: 6630-33-7
ortho-bromobenzaldehyde

: 135613-44-4
<1S-1α,2α,3α,4α>-2-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenebutanoic acid, methyl ester

Guidance literature:: Multi-step reaction with 16 steps

1: 98 percent / tetrahydrofuran / 18 h / 25 °C

2: 97 percent / H₂ / 5percent Rh/Al₂O₃ / methanol / 3 h

3: 100 percent / diisobutylaluminum hydride / toluene / 1.) -78 deg C, 2 h, 2.) from -78 deg C to 0 deg C, 2 h

4: 92 percent / 4-(dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 4 h / 25 °C

5: 1.) tert-butyllithium / 1.) ether, pentane, a) -100 deg C, 15 min, b) 0 deg C, 15 min, 2.) ether, pentane, THF, 0 deg C, 1 h

6: 55 percent / H₂, glacial HOAc / 20percent Pd(OH)2/C / 5 h / 760 Torr

7: 4-(dimethylamino)pyridine, pyridine / 2 h / 25 °C

8: CrO₃, H₂SO₄ / acetone / 2 h / 0 °C

9: 1 M aq. NaOH / tetrahydrofuran / 0.5 h / 25 °C

10: HCl / 2 h / 0 °C

11: 99 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 4 h / 25 °C

12: LiOH*H₂O / tetrahydrofuran; H₂O / 7 h / 25 °C

13: (COCl)2 / toluene / 0.5 h / 25 °C

14: diethyl ether / 0.5 h / 0 °C

15: Ag₂O / 0.5 h / 60 °C

16: 94 percent / 48percent aq. HF / acetonitrile / 1 h / 25 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; dmap; lithium hydroxide; sodium hydroxide; oxalyl dichloride; sulfuric acid; hydrogen fluoride; hydrogen; tert.-butyl lithium; diisobutylaluminium hydride; acetic acid; triethylamine; silver(l) oxide; palladium dihydroxide; Rh/Al₂O₃; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1021/jm00113a030

Reference yield:

: 66191-86-4
3-(2-bromophenyl)propanoic acid,methyl ester

: 135613-44-4
<1S-1α,2α,3α,4α>-2-<<3-(hydroxymethyl)-7-oxabicyclo<2.2.1>hept-2-yl>methyl>benzenebutanoic acid, methyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 100 percent / diisobutylaluminum hydride / toluene / 1.) -78 deg C, 2 h, 2.) from -78 deg C to 0 deg C, 2 h

2: 92 percent / 4-(dimethylamino)pyridine, triethylamine / CH₂Cl₂ / 4 h / 25 °C

3: 1.) tert-butyllithium / 1.) ether, pentane, a) -100 deg C, 15 min, b) 0 deg C, 15 min, 2.) ether, pentane, THF, 0 deg C, 1 h

4: 55 percent / H₂, glacial HOAc / 20percent Pd(OH)2/C / 5 h / 760 Torr

5: 4-(dimethylamino)pyridine, pyridine / 2 h / 25 °C

6: CrO₃, H₂SO₄ / acetone / 2 h / 0 °C

7: 1 M aq. NaOH / tetrahydrofuran / 0.5 h / 25 °C

8: HCl / 2 h / 0 °C

9: 99 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 4 h / 25 °C

10: LiOH*H₂O / tetrahydrofuran; H₂O / 7 h / 25 °C

11: (COCl)2 / toluene / 0.5 h / 25 °C

12: diethyl ether / 0.5 h / 0 °C

13: Ag₂O / 0.5 h / 60 °C

14: 94 percent / 48percent aq. HF / acetonitrile / 1 h / 25 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; dmap; lithium hydroxide; sodium hydroxide; oxalyl dichloride; sulfuric acid; hydrogen fluoride; hydrogen; tert.-butyl lithium; diisobutylaluminium hydride; acetic acid; triethylamine; silver(l) oxide; palladium dihydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; toluene; acetonitrile;
DOI:10.1021/jm00113a030