(3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic acid

Base Information

Chemical Name:(3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic acid
CAS No.:782472-43-9
Molecular Formula:C₂₅H₃₄O₅
Molecular Weight:414.542
Hs Code.:

Synonyms:(3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic acid

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Chemical Property of (3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic acid

Chemical Property:

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Technology Process of (3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic acid

There total 12 articles about (3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic 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: 83.0%

: 782472-57-5
(3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanal

: 782472-43-9
(3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic acid

Guidance literature:: With sodium chlorite; dihydrogen peroxide; In tert-butyl alcohol; at 0 - 20 ℃; for 10h;
DOI:10.1016/j.tetlet.2004.08.052

Reference yield:

: 782472-49-5
(R)-3-(4-Methoxy-benzyloxy)-octanal

: 782472-43-9
(3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / benzene / 2 h / Heating

2: 79 percent / DIBAL-H / CH₂Cl₂ / 3 h / 20 °C

3: 83 percent / cumene hydroperoxide; (-)-DIPT; Ti(Oi-Pr)4 / CH₂Cl₂ / 3 h / -20 °C

4: 80 percent / NaAlH₂(OCH₂CH₂OMe)2 / tetrahydrofuran / 5 h / 0 °C

5: 84 percent / imidazole / CH₂Cl₂ / 6 h / 20 °C

6: 78 percent / NaH / tetrahydrofuran / 4 h / 0 - 20 °C

7: 89 percent / TBAF / CH₂Cl₂ / 10 h / 20 °C

8: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 3 h / -78 °C

9: 83 percent / NaClO₂; aq. H₂O₂ / 2-methyl-propan-2-ol / 10 h / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; sodium chlorite; oxalyl dichloride; Cumene hydroperoxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; benzene; 3: Sharpless asymmetric epoxidation / 8: Swern oxidation;
DOI:10.1016/j.tetlet.2004.08.052

Reference yield:

: 782472-51-9
(E)-(R)-5-(4-Methoxy-benzyloxy)-dec-2-en-1-ol

: 782472-43-9
(3R,5R)-3-Benzyloxy-5-(4-methoxy-benzyloxy)-decanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / cumene hydroperoxide; (-)-DIPT; Ti(Oi-Pr)4 / CH₂Cl₂ / 3 h / -20 °C

2: 80 percent / NaAlH₂(OCH₂CH₂OMe)2 / tetrahydrofuran / 5 h / 0 °C

3: 84 percent / imidazole / CH₂Cl₂ / 6 h / 20 °C

4: 78 percent / NaH / tetrahydrofuran / 4 h / 0 - 20 °C

5: 89 percent / TBAF / CH₂Cl₂ / 10 h / 20 °C

6: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 3 h / -78 °C

7: 83 percent / NaClO₂; aq. H₂O₂ / 2-methyl-propan-2-ol / 10 h / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; sodium chlorite; oxalyl dichloride; Cumene hydroperoxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 1: Sharpless asymmetric epoxidation / 6: Swern oxidation;
DOI:10.1016/j.tetlet.2004.08.052