Benzoic acid (1S,2R)-6-((4S,5S)-2,2-dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-1-ethyl-2-hydroxy-hex-4-ynyl ester

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Chemical Name:Benzoic acid (1S,2R)-6-((4S,5S)-2,2-dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-1-ethyl-2-hydroxy-hex-4-ynyl ester
CAS No.:124615-23-2
Molecular Formula:C₂₅H₃₆O₅
Molecular Weight:416.558
Hs Code.:

Synonyms:Benzoic acid (1S,2R)-6-((4S,5S)-2,2-dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-1-ethyl-2-hydroxy-hex-4-ynyl ester

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Chemical Property of Benzoic acid (1S,2R)-6-((4S,5S)-2,2-dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-1-ethyl-2-hydroxy-hex-4-ynyl ester

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Technology Process of Benzoic acid (1S,2R)-6-((4S,5S)-2,2-dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-1-ethyl-2-hydroxy-hex-4-ynyl ester

There total 18 articles about Benzoic acid (1S,2R)-6-((4S,5S)-2,2-dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-1-ethyl-2-hydroxy-hex-4-ynyl 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: 51.0%

: 124615-21-0
(4S,5S)-2,2-Dimethyl-4-pentyl-5-prop-2-ynyl-[1,3]dioxolane

: 124615-22-1
Benzoic acid (S)-(R)-1-oxiranyl-propyl ester

: 124615-23-2
Benzoic acid (1S,2R)-6-((4S,5S)-2,2-dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-1-ethyl-2-hydroxy-hex-4-ynyl ester

Guidance literature:: With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃; for 1h;
DOI:10.1016/S0040-4039(01)80477-9

Reference yield:

: 117112-56-8,127505-66-2,130321-88-9
(2S,3S)-1-Benzyloxy-octane-2,3-diol

: 124615-23-2
Benzoic acid (1R,2S)-6-((4S,5S)-2,2-dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-1-ethyl-2-hydroxy-hex-4-ynyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 79 percent / PPTS / CH₂Cl₂ / 5 h / Ambient temperature

2: 91 percent / Li-NH₃ / 16 h / -78 °C

3: Et₃N / CH₂Cl₂ / 3 h / from -78 deg C to room temperature

4: 2M HCl / methanol

5: Ba(OH)2 / CH₂Cl₂; H₂O / 3 h / Ambient temperature

6: 83 percent / dimethylsulfoxide / 5 h / 0 - 25 °C

7: PPTS / CH₂Cl₂ / 5 h / Ambient temperature

8: BuLi, BF_3.Et₂O / tetrahydrofuran / 1 h

With hydrogenchloride; barium dihydroxide; n-butyllithium; boron trifluoride diethyl etherate; ammonia; pyridinium p-toluenesulfonate; lithium; triethylamine; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)80477-9

Reference yield:

: 117112-56-8,127505-66-2,130321-88-9
(2S,3S)-1-Benzyloxy-octane-2,3-diol

: 124615-23-2
Benzoic acid (1S,2R)-6-((4S,5S)-2,2-dimethyl-5-pentyl-[1,3]dioxolan-4-yl)-1-ethyl-2-hydroxy-hex-4-ynyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 79 percent / PPTS / CH₂Cl₂ / 5 h / Ambient temperature

2: 91 percent / Li-NH₃ / 16 h / -78 °C

3: Et₃N / CH₂Cl₂ / 3 h / from -78 deg C to room temperature

4: 2M HCl / methanol

5: Ba(OH)2 / CH₂Cl₂; H₂O / 3 h / Ambient temperature

6: 83 percent / dimethylsulfoxide / 5 h / 0 - 25 °C

7: PPTS / CH₂Cl₂ / 5 h / Ambient temperature

8: 51 percent / BuLi, BF_3.Et₂O / tetrahydrofuran / 1 h / -78 °C

With hydrogenchloride; barium dihydroxide; n-butyllithium; boron trifluoride diethyl etherate; ammonia; pyridinium p-toluenesulfonate; lithium; triethylamine; pyridinium p-toluenesulfonate; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)80477-9