2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester
CAS No.:398516-81-9
Molecular Formula:C₂₃H₃₆O₆
Molecular Weight:408.535
Hs Code.:

Synonyms:2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester

Suppliers and Price of 2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl 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 2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester

There total 13 articles about 2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl 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: 82.0%

: 632357-75-6
2,2-Dimethyl-propionic acid 2-((4aS,5S,7S,8aR)-7-benzyloxymethyl-2,2,4a-trimethyl-hexahydro-1,6-dioxa-2-sila-naphthalen-5-yl)-ethyl ester

: 398516-81-9
2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester

Guidance literature:: With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; methanol; at 20 ℃; for 36h;
DOI:10.1021/jo034930n

Reference yield:

: 112348-04-6
ethyl (S)-4-benzyloxy-3-hydroxybutanoate

: 398516-81-9
2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: Me₃Al / tetrahydrofuran / 0.5 h / 20 °C

1.2: 92 percent / tetrahydrofuran / -10 - 20 °C

2.1: Mg / tetrahydrofuran / 1 h

2.2: 62 percent / tetrahydrofuran / 2 h / 20 °C

3.1: 97 percent / Et₃B; NaBH₄ / tetrahydrofuran; methanol; hexane / 5 h / -78 °C

4.1: camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

5.1: 2.092 g / DIBAL / CH₂Cl₂; cyclohexane / 5 h / 20 °C

6.1: N-methylmorpholine / acetonitrile / 48 h

7.1: 0.516 g / DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C

8.1: Et₃N; DMAP / benzene / 0.5 h / 20 °C

9.1: 4.143 g / n-Bu₃SnH; AIBN / benzene / 5 h / Heating

10.1: LiBH₄ / diethyl ether; tetrahydrofuran / 6 h / 20 °C

11.1: 4.233 g / pyridine; DMAP / CH₂Cl₂ / 8 h / 20 °C

12.1: 82 percent / KHCO₃; KF; aq. H₂O₂ / tetrahydrofuran; methanol / 36 h / 20 °C

With 4-methyl-morpholine; pyridine; dmap; potassium fluoride; sodium tetrahydroborate; lithium borohydride; 2,2'-azobis(isobutyronitrile); triethyl borane; camphor-10-sulfonic acid; dihydrogen peroxide; trimethylaluminum; tri-n-butyl-tin hydride; diisobutylaluminium hydride; potassium hydrogencarbonate; magnesium; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; cyclohexane; water; acetonitrile; benzene; 12.1: Tamao oxidation;
DOI:10.1021/jo034930n

Reference yield:

: 632357-74-5
(2S,4R)-1-Benzyloxy-5-methyl-hex-5-ene-2,4-diol

: 398516-81-9
2,2-Dimethyl-propionic acid 2-[(2S,3R,4R,6S)-6-benzyloxymethyl-4-hydroxy-3-(2-hydroxy-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: camphorsulfonic acid / CH₂Cl₂ / 1 h / 20 °C

2: 2.092 g / DIBAL / CH₂Cl₂; cyclohexane / 5 h / 20 °C

3: N-methylmorpholine / acetonitrile / 48 h

4: 0.516 g / DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C

5: Et₃N; DMAP / benzene / 0.5 h / 20 °C

6: 4.143 g / n-Bu₃SnH; AIBN / benzene / 5 h / Heating

7: LiBH₄ / diethyl ether; tetrahydrofuran / 6 h / 20 °C

8: 4.233 g / pyridine; DMAP / CH₂Cl₂ / 8 h / 20 °C

9: 82 percent / KHCO₃; KF; aq. H₂O₂ / tetrahydrofuran; methanol / 36 h / 20 °C

With 4-methyl-morpholine; pyridine; dmap; potassium fluoride; lithium borohydride; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; dihydrogen peroxide; tri-n-butyl-tin hydride; diisobutylaluminium hydride; potassium hydrogencarbonate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; cyclohexane; water; acetonitrile; benzene; 9: Tamao oxidation;
DOI:10.1021/jo034930n