3-[4,5-bis(benzyloxy)tetrahydropyran-2-yl]-3-hydroxypropionic acid methyl ester

Base Information

Chemical Name:3-[4,5-bis(benzyloxy)tetrahydropyran-2-yl]-3-hydroxypropionic acid methyl ester
CAS No.:919769-66-7
Molecular Formula:C₂₂H₂₆O₆
Molecular Weight:386.445
Hs Code.:

Synonyms:3-[4,5-bis(benzyloxy)tetrahydropyran-2-yl]-3-hydroxypropionic acid methyl ester

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Chemical Property of 3-[4,5-bis(benzyloxy)tetrahydropyran-2-yl]-3-hydroxypropionic acid methyl ester

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Technology Process of 3-[4,5-bis(benzyloxy)tetrahydropyran-2-yl]-3-hydroxypropionic acid methyl ester

There total 6 articles about 3-[4,5-bis(benzyloxy)tetrahydropyran-2-yl]-3-hydroxypropionic 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: 67.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 919769-65-6
3-[4,5-bis(benzyloxy)tetrahydropyran-2-yl]-3-hydroxypropionic acid

: 919769-66-7
3-[4,5-bis(benzyloxy)tetrahydropyran-2-yl]-3-hydroxypropionic acid methyl ester

Guidance literature:: In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.166667h;
DOI:10.1016/j.tetlet.2006.10.099

Reference yield:

: 252556-67-5
4(S)-[(2R)-1,4-Dioxaspiro[4.5]decanyl]-4-allyloxy-1-butene

: 919769-66-7
3-[4,5-bis(benzyloxy)tetrahydropyran-2-yl]-3-hydroxypropionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / [(Cy₃P)2Cl₂Ru=CHPh] / CH₂Cl₂ / 0.25 h / 20 °C

2.1: N-methylmorpholine N-oxide; OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 2 h / 20 °C

3.1: NaH / dimethylsulfoxide / 0.25 h / 20 °C

3.2: 73 percent / dimethylsulfoxide / 12 h / 20 °C

4.1: 84 percent / HCl / methanol / 4 h / 20 °C

5.1: 78 percent / KBr; NaOCl; TEMPO / acetone; aq. NaHCO₃ / 1 h / 0 °C

6.1: 67 percent / tetrahydrofuran; diethyl ether / 0.17 h / 20 °C

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; potassium bromide; Grubbs catalyst first generation; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; sodium hydrogencarbonate; dimethyl sulfoxide; acetone; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.10.099

Reference yield:

: 919769-60-1
2-(3,6-dihydro-2H-pyran-2-yl)-1,4-dioxaspiro[4.5]decane

: 919769-66-7
3-[4,5-bis(benzyloxy)tetrahydropyran-2-yl]-3-hydroxypropionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-methylmorpholine N-oxide; OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 2 h / 20 °C

2.1: NaH / dimethylsulfoxide / 0.25 h / 20 °C

2.2: 73 percent / dimethylsulfoxide / 12 h / 20 °C

3.1: 84 percent / HCl / methanol / 4 h / 20 °C

4.1: 78 percent / KBr; NaOCl; TEMPO / acetone; aq. NaHCO₃ / 1 h / 0 °C

5.1: 67 percent / tetrahydrofuran; diethyl ether / 0.17 h / 20 °C

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; osmium(VIII) oxide; sodium hydride; 4-methylmorpholine N-oxide; potassium bromide; In tetrahydrofuran; methanol; diethyl ether; water; sodium hydrogencarbonate; dimethyl sulfoxide; acetone; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2006.10.099