Benzoic acid (2E,6Z)-(S)-1-[(R)-1-((S)-2-acetoxy-hexadecanoylamino)-2-hydroxy-ethyl]-hexadeca-2,6-dienyl ester

Base Information

Chemical Name:Benzoic acid (2E,6Z)-(S)-1-[(R)-1-((S)-2-acetoxy-hexadecanoylamino)-2-hydroxy-ethyl]-hexadeca-2,6-dienyl ester
CAS No.:115648-58-3
Molecular Formula:C₄₃H₇₁NO₆
Molecular Weight:698.04
Hs Code.:

Synonyms:

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Chemical Property of Benzoic acid (2E,6Z)-(S)-1-[(R)-1-((S)-2-acetoxy-hexadecanoylamino)-2-hydroxy-ethyl]-hexadeca-2,6-dienyl ester

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Technology Process of Benzoic acid (2E,6Z)-(S)-1-[(R)-1-((S)-2-acetoxy-hexadecanoylamino)-2-hydroxy-ethyl]-hexadeca-2,6-dienyl ester

There total 22 articles about Benzoic acid (2E,6Z)-(S)-1-[(R)-1-((S)-2-acetoxy-hexadecanoylamino)-2-hydroxy-ethyl]-hexadeca-2,6-dienyl 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:

: 32339-43-8
decyltriphenylphosphonium bromide

: 115648-58-3
Benzoic acid (2E,6Z)-(S)-1-[(R)-1-((S)-2-acetoxy-hexadecanoylamino)-2-hydroxy-ethyl]-hexadeca-2,6-dienyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 76 percent / sodium hydride / dimethylsulfoxide / 1 h / Ambient temperature

2: 76 percent / PDC / CH₂Cl₂ / 4 h / Heating

3: 62 percent / toluene / 15 h / Heating

4: 72 percent / triethylamine / 8 h / 0 °C

5: 34 percent / pyridinium p-toluenesulfonate / acetone / 2.5 h / Heating

6: 93 percent / triethylamine / 3 h / Heating

7: 81 percent / LiAlH₄ / tetrahydrofuran / 5 h / Ambient temperature

8: 99 percent / DCC, 1-hydroxybenztriazole / CH₂Cl₂ / 1.5 h / Ambient temperature

9: 89 percent / PPTS / methanol / 21.5 h / Ambient temperature

10: 35 percent / DMAP, triethylamine / CH₂Cl₂ / 96 h / Ambient temperature

11: pyridine / Ambient temperature

12: p-toluenesulfonic acid (monohydrate) / methanol; CH₂Cl₂ / 2.5 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; dipyridinium dichromate; pyridinium p-toluenesulfonate; sodium hydride; benzotriazol-1-ol; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; methanol; dichloromethane; dimethyl sulfoxide; triethylamine; acetone; toluene;
DOI:10.1016/S0040-4020(01)89186-9

Reference yield:

: 40642-41-9
(Z)-4-tetradecen-1-ol

: 115648-58-3
Benzoic acid (2E,6Z)-(S)-1-[(R)-1-((S)-2-acetoxy-hexadecanoylamino)-2-hydroxy-ethyl]-hexadeca-2,6-dienyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 76 percent / PDC / CH₂Cl₂ / 4 h / Heating

2: 62 percent / toluene / 15 h / Heating

3: 72 percent / triethylamine / 8 h / 0 °C

4: 34 percent / pyridinium p-toluenesulfonate / acetone / 2.5 h / Heating

5: 93 percent / triethylamine / 3 h / Heating

6: 81 percent / LiAlH₄ / tetrahydrofuran / 5 h / Ambient temperature

7: 99 percent / DCC, 1-hydroxybenztriazole / CH₂Cl₂ / 1.5 h / Ambient temperature

8: 89 percent / PPTS / methanol / 21.5 h / Ambient temperature

9: 35 percent / DMAP, triethylamine / CH₂Cl₂ / 96 h / Ambient temperature

10: pyridine / Ambient temperature

11: p-toluenesulfonic acid (monohydrate) / methanol; CH₂Cl₂ / 2.5 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; dipyridinium dichromate; pyridinium p-toluenesulfonate; benzotriazol-1-ol; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; methanol; dichloromethane; triethylamine; acetone; toluene;
DOI:10.1016/S0040-4020(01)89186-9

Reference yield:

: 115018-49-0
(4Z)-tetradec-4-en-1-al

: 115648-58-3
Benzoic acid (2E,6Z)-(S)-1-[(R)-1-((S)-2-acetoxy-hexadecanoylamino)-2-hydroxy-ethyl]-hexadeca-2,6-dienyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 62 percent / toluene / 15 h / Heating

2: 72 percent / triethylamine / 8 h / 0 °C

3: 34 percent / pyridinium p-toluenesulfonate / acetone / 2.5 h / Heating

4: 93 percent / triethylamine / 3 h / Heating

5: 81 percent / LiAlH₄ / tetrahydrofuran / 5 h / Ambient temperature

6: 99 percent / DCC, 1-hydroxybenztriazole / CH₂Cl₂ / 1.5 h / Ambient temperature

7: 89 percent / PPTS / methanol / 21.5 h / Ambient temperature

8: 35 percent / DMAP, triethylamine / CH₂Cl₂ / 96 h / Ambient temperature

9: pyridine / Ambient temperature

10: p-toluenesulfonic acid (monohydrate) / methanol; CH₂Cl₂ / 2.5 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; benzotriazol-1-ol; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; methanol; dichloromethane; triethylamine; acetone; toluene;
DOI:10.1016/S0040-4020(01)89186-9