(2S,3S)-3-hydroxy-3-isopropyl-5-(4-methoxyphenyl)-2-(3,4-methylenedioxybenzyl)-4-pentynoic acid

Base Information

Chemical Name:(2S,3S)-3-hydroxy-3-isopropyl-5-(4-methoxyphenyl)-2-(3,4-methylenedioxybenzyl)-4-pentynoic acid
CAS No.:647029-39-8
Molecular Formula:C₂₃H₂₄O₆
Molecular Weight:396.44
Hs Code.:

Synonyms:(2S,3S)-3-hydroxy-3-isopropyl-5-(4-methoxyphenyl)-2-(3,4-methylenedioxybenzyl)-4-pentynoic acid

Suppliers and Price of (2S,3S)-3-hydroxy-3-isopropyl-5-(4-methoxyphenyl)-2-(3,4-methylenedioxybenzyl)-4-pentynoic acid

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 (2S,3S)-3-hydroxy-3-isopropyl-5-(4-methoxyphenyl)-2-(3,4-methylenedioxybenzyl)-4-pentynoic acid

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-hydroxy-3-isopropyl-5-(4-methoxyphenyl)-2-(3,4-methylenedioxybenzyl)-4-pentynoic acid

There total 12 articles about (2S,3S)-3-hydroxy-3-isopropyl-5-(4-methoxyphenyl)-2-(3,4-methylenedioxybenzyl)-4-pentynoic acid 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:

: 120-57-0,30024-74-9
piperonal

: 647029-39-8
(2S,3S)-3-hydroxy-3-isopropyl-5-(4-methoxyphenyl)-2-(3,4-methylenedioxybenzyl)-4-pentynoic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: 81.9 percent / pyridine; piperidine / 8 h / Heating

2.1: 91.1 percent / hydrogen; acetic acid / Pd-C / 48 h / Heating

3.1: oxalyl chloride / CH₂Cl₂ / 0 - 20 °C

4.1: 25.01 g / n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C

5.1: dibutylboron triflate; ethyldiisopropylamine / CH₂Cl₂ / cooling

5.2: 21.7 percent / CH₂Cl₂ / cooling

6.1: 100 percent / lithium borohydride / diethyl ether; H₂O / 0 - 20 °C

7.1: 70.9 percent / triethylamine; 4-(dimethylamino)pyridine / dimethylformamide / 4 h / -15 °C

8.1: 90.2 percent / dimethyl sulfoxide; 1,3-dicyclohexylcarbodiimide; pyridinium trifluoroacetate / toluene / 24 h / 20 °C

9.1: 89.1 percent / acetic acid / tetrahydrofuran; H₂O / 15 h / 20 °C

10.1: magnesium / tetrahydrofuran

10.2: 56.2 percent / tetrahydrofuran / 1 h / -78 °C

11.1: N-methylmorpholine N-oxide; molecular sieves 4 Angstroem; tetrapropylammonium perruthenate / CH₂Cl₂ / 6 h / 20 °C

12.1: sodium dihydrogen phosphate; 2-methyl-2-butene; sodium chlorite / H₂O; 2-methyl-propan-2-ol / 1 h / 0 °C

With piperidine; pyridine; dmap; sodium chlorite; lithium borohydride; n-butyllithium; tetrapropylammonium perruthennate; sodium dihydrogen phosphate; 2-methyl-but-2-ene; oxalyl dichloride; 4 A molecular sieve; di-n-butylboryl trifluoromethanesulfonate; hydrogen; pyridinium trifluroacetate; magnesium; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 5.2: aldol reaction / 10.2: Grignard reaction;
DOI:10.1271/bbb.67.2183

Reference yield:

: 2373-80-0,38489-76-8
3,4-(methylenedioxy)cinnamic acid

: 647029-39-8
(2S,3S)-3-hydroxy-3-isopropyl-5-(4-methoxyphenyl)-2-(3,4-methylenedioxybenzyl)-4-pentynoic acid

Guidance literature:: Multi-step reaction with 11 steps

1.1: 91.1 percent / hydrogen; acetic acid / Pd-C / 48 h / Heating

2.1: oxalyl chloride / CH₂Cl₂ / 0 - 20 °C

3.1: 25.01 g / n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C

4.1: dibutylboron triflate; ethyldiisopropylamine / CH₂Cl₂ / cooling

4.2: 21.7 percent / CH₂Cl₂ / cooling

5.1: 100 percent / lithium borohydride / diethyl ether; H₂O / 0 - 20 °C

6.1: 70.9 percent / triethylamine; 4-(dimethylamino)pyridine / dimethylformamide / 4 h / -15 °C

7.1: 90.2 percent / dimethyl sulfoxide; 1,3-dicyclohexylcarbodiimide; pyridinium trifluoroacetate / toluene / 24 h / 20 °C

8.1: 89.1 percent / acetic acid / tetrahydrofuran; H₂O / 15 h / 20 °C

9.1: magnesium / tetrahydrofuran

9.2: 56.2 percent / tetrahydrofuran / 1 h / -78 °C

10.1: N-methylmorpholine N-oxide; molecular sieves 4 Angstroem; tetrapropylammonium perruthenate / CH₂Cl₂ / 6 h / 20 °C

11.1: sodium dihydrogen phosphate; 2-methyl-2-butene; sodium chlorite / H₂O; 2-methyl-propan-2-ol / 1 h / 0 °C

With dmap; sodium chlorite; lithium borohydride; n-butyllithium; tetrapropylammonium perruthennate; sodium dihydrogen phosphate; 2-methyl-but-2-ene; oxalyl dichloride; 4 A molecular sieve; di-n-butylboryl trifluoromethanesulfonate; hydrogen; pyridinium trifluroacetate; magnesium; acetic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 4.2: aldol reaction / 9.2: Grignard reaction;
DOI:10.1271/bbb.67.2183

Reference yield:

: 647029-45-6
(2S,3S)-2-Benzo[1,3]dioxol-5-ylmethyl-3-hydroxy-3-isopropyl-5-(4-methoxy-phenyl)-pent-4-ynal

: 647029-39-8
(2S,3S)-3-hydroxy-3-isopropyl-5-(4-methoxyphenyl)-2-(3,4-methylenedioxybenzyl)-4-pentynoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogen phosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 0 ℃; for 1h;
DOI:10.1271/bbb.67.2183