(2R,3S)-methyl-3-benzyloxy-2-fluorotetradec-6-enoate

Base Information

Chemical Name:(2R,3S)-methyl-3-benzyloxy-2-fluorotetradec-6-enoate
CAS No.:137344-79-7
Molecular Formula:C₂₂H₃₃FO₃
Molecular Weight:364.501
Hs Code.:

Synonyms:

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Chemical Property of (2R,3S)-methyl-3-benzyloxy-2-fluorotetradec-6-enoate

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Technology Process of (2R,3S)-methyl-3-benzyloxy-2-fluorotetradec-6-enoate

There total 10 articles about (2R,3S)-methyl-3-benzyloxy-2-fluorotetradec-6-enoate 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: 34.0%

: 137344-78-6
(2S,3S)-methyl 3-benzyloxy-2-hydroxytetradec-6-enoate

: 137344-79-7
(2R,3S)-methyl-3-benzyloxy-2-fluorotetradec-6-enoate

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1016/S0040-4020(01)96156-3

Reference yield:

: 23339-15-3
ethyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 137344-79-7
(2R,3S)-methyl-3-benzyloxy-2-fluorotetradec-6-enoate

Guidance literature:: Multi-step reaction with 9 steps

1: H₂ / 10percent Pd/C / ethanol / 0.5 h / Ambient temperature

2: 35.1 g / pyridine / 16 h / Ambient temperature

3: NaH / dimethylformamide / 18 h / Ambient temperature

4: 76 percent / 4percent H₂SO₄ / 1.5 h / Ambient temperature

5: 63 percent / Jones reagent / acetone / 1 h / 0 °C

6: ethyl acetate; diethyl ether / Ambient temperature

7: 0.5percent aq. H₂SO₄ / dioxane; H₂O / 3 h / 70 - 75 °C

8: 55 percent / tetrahydrofuran; hexane / 0.25 h / Ambient temperature

9: 34 percent / Et₂NSF₃ / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; jones reagent; diethylamino-sulfur trifluoride; sulfuric acid; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)96156-3

Reference yield:

: 100-39-0
benzyl bromide

: 137344-79-7
(2R,3S)-methyl-3-benzyloxy-2-fluorotetradec-6-enoate

Guidance literature:: Multi-step reaction with 7 steps

1: NaH / dimethylformamide / 18 h / Ambient temperature

2: 76 percent / 4percent H₂SO₄ / 1.5 h / Ambient temperature

3: 63 percent / Jones reagent / acetone / 1 h / 0 °C

4: ethyl acetate; diethyl ether / Ambient temperature

5: 0.5percent aq. H₂SO₄ / dioxane; H₂O / 3 h / 70 - 75 °C

6: 55 percent / tetrahydrofuran; hexane / 0.25 h / Ambient temperature

7: 34 percent / Et₂NSF₃ / CH₂Cl₂ / 2 h / Ambient temperature

With jones reagent; diethylamino-sulfur trifluoride; sulfuric acid; sodium hydride; In tetrahydrofuran; 1,4-dioxane; diethyl ether; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)96156-3