4-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-butyric acid (2R,3S)-2-((E)-2-benzyloxycarbonyl-vinyl)-tetrahydro-pyran-3-yl ester

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Chemical Name:4-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-butyric acid (2R,3S)-2-((E)-2-benzyloxycarbonyl-vinyl)-tetrahydro-pyran-3-yl ester
CAS No.:125878-19-5
Molecular Formula:C₃₁H₃₈O₇
Molecular Weight:522.639
Hs Code.:

Synonyms:4-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-butyric acid (2R,3S)-2-((E)-2-benzyloxycarbonyl-vinyl)-tetrahydro-pyran-3-yl ester

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Chemical Property of 4-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-butyric acid (2R,3S)-2-((E)-2-benzyloxycarbonyl-vinyl)-tetrahydro-pyran-3-yl ester

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Technology Process of 4-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-butyric acid (2R,3S)-2-((E)-2-benzyloxycarbonyl-vinyl)-tetrahydro-pyran-3-yl ester

There total 18 articles about 4-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-butyric acid (2R,3S)-2-((E)-2-benzyloxycarbonyl-vinyl)-tetrahydro-pyran-3-yl 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: 85.0%

: 125877-95-4
4-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-butyric acid

: 125877-87-4
benzyl (E)-3-<(2R,3S)-3-hydroxy-3,4,5,6-tetrahydro-2H-pyran-2-yl>propenoate

: 125878-19-5
4-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-butyric acid (2R,3S)-2-((E)-2-benzyloxycarbonyl-vinyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: With dmap; camphor-10-sulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane; at 25 ℃; for 4h;
DOI:10.1021/ja00164a026

Reference yield:

: 121422-51-3
(2S,3R)-3-hydroxy-2-vinyloxane

: 125878-19-5
4-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-butyric acid (2R,3S)-2-((E)-2-benzyloxycarbonyl-vinyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) KH / 1.) THF, 0 deg C, 10 min, 2.) 25 deg C, 3 h

2: 1.) 9-BBN, 2.) 30percent H₂O₂, 3 N NaOH / 1.) THF, 0 deg C

3: 85 percent / benzene / 3 h / 25 °C

4: 99 percent / H₂ / 5percent Pd/C / hexane / 0.5 h / 25 °C

5: 92 percent / LiOH / tetrahydrofuran; H₂O / 3 h / 45 °C

6: 85 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP), camphorsulfonic acid (CSA) / CH₂Cl₂ / 4 h / 25 °C

With dmap; lithium hydroxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; camphor-10-sulfonic acid; hydrogen; dihydrogen peroxide; potassium hydride; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; water; benzene;
DOI:10.1021/ja00164a026

Reference yield:

: 125877-77-2
(2S,3R)-3-(benzyloxy)-2-vinyl-3,4,5,6-tetrahydro-2H-pyran

: 125878-19-5
4-((2S,3R)-3-Benzyloxy-tetrahydro-pyran-2-yl)-butyric acid (2R,3S)-2-((E)-2-benzyloxycarbonyl-vinyl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) 9-BBN, 2.) 30percent H₂O₂, 3 N NaOH / 1.) THF, 0 deg C

2: 85 percent / benzene / 3 h / 25 °C

3: 99 percent / H₂ / 5percent Pd/C / hexane / 0.5 h / 25 °C

4: 92 percent / LiOH / tetrahydrofuran; H₂O / 3 h / 45 °C

5: 85 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP), camphorsulfonic acid (CSA) / CH₂Cl₂ / 4 h / 25 °C

With dmap; lithium hydroxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; camphor-10-sulfonic acid; hydrogen; dihydrogen peroxide; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; water; benzene;
DOI:10.1021/ja00164a026