(3S,4R)-3,7-Dimethyl-4-(2-phenoxy-acetoxy)-oct-6-enoic acid

Base Information

Chemical Name:(3S,4R)-3,7-Dimethyl-4-(2-phenoxy-acetoxy)-oct-6-enoic acid
CAS No.:96642-94-3
Molecular Formula:C₁₈H₂₄O₅
Molecular Weight:320.386
Hs Code.:

Synonyms:

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Chemical Property of (3S,4R)-3,7-Dimethyl-4-(2-phenoxy-acetoxy)-oct-6-enoic acid

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Technology Process of (3S,4R)-3,7-Dimethyl-4-(2-phenoxy-acetoxy)-oct-6-enoic acid

There total 16 articles about (3S,4R)-3,7-Dimethyl-4-(2-phenoxy-acetoxy)-oct-6-enoic acid 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:

: 96642-90-9
(S)-3,7-Dimethyl-2-trimethylsilanyl-octa-1,6-dien-4-one

: 96642-94-3
(3R,4S)-3,7-Dimethyl-4-(2-phenoxy-acetoxy)-oct-6-enoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LiB(C₂H₅)H 2.) H₂O₂ / 1.) THF, -78 deg C, 5 min. ee = 98 percent

2: NaH / hexamethylphosphoric acid triamide / 0.17 h / Ambient temperature

3: pyridine / CH₂Cl₂ / 0.17 h / Ambient temperature

4: 1.) dicyclohexylborane 2.) H₂O₂ / 1.) THF, 0 deg C, 3 h 2.) phosphate buffer pH = 7

5: CrO₃, pyridine / 12 h

With pyridine; chromium(VI) oxide; bis(cyclohexanyl)borane; dihydrogen peroxide; lithium triethylborohydride; sodium hydride; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/S0040-4039(00)61949-4

Reference yield:

: 96642-91-0
(3R,4R)-3,7-Dimethyl-2-trimethylsilanyl-octa-1,6-dien-4-ol

: 96642-94-3
(3S,4R)-3,7-Dimethyl-4-(2-phenoxy-acetoxy)-oct-6-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / NaH / hexamethylphosphoric acid triamide / 0.17 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 0.17 h / Ambient temperature

3: 1.) Dicyclohexylborane 2.) H₂O₂ / 1.) THF, 0 deg C, 3 h 2.) phosphate buffer, pH = 7

4: CrO₃, pyridine / 12 h / Ambient temperature

With pyridine; chromium(VI) oxide; bis(cyclohexanyl)borane; dihydrogen peroxide; sodium hydride; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/S0040-4039(00)61949-4

Reference yield:

: 96642-88-5,96642-96-5,106486-84-4
(S)-6-Methyl-3-(1-trimethylsilanyl-vinyl)-hept-5-ene-2,3-diol

: 96642-94-3
(3S,4R)-3,7-Dimethyl-4-(2-phenoxy-acetoxy)-oct-6-enoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N / CH₂Cl₂ / 0.08 h / 0 °C

2: 88 percent / Me₃Al / CH₂Cl₂ / 0.5 h / -78 °C / Et₃Al

3: 1.)LiB(C₂H₅)3H 2.) H₂O₂ / 1.) THF, -78 deg C, 5 min. Var_. L-selectride or DIBAL_. ee = 98 percent

4: 91 percent / NaH / hexamethylphosphoric acid triamide / 0.17 h / Ambient temperature

5: pyridine / CH₂Cl₂ / 0.17 h / Ambient temperature

6: 1.) Dicyclohexylborane 2.) H₂O₂ / 1.) THF, 0 deg C, 3 h 2.) phosphate buffer, pH = 7

7: CrO₃, pyridine / 12 h / Ambient temperature

With pyridine; chromium(VI) oxide; bis(cyclohexanyl)borane; dihydrogen peroxide; trimethylaluminum; lithium triethylborohydride; triethylamine; sodium hydride; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1016/S0040-4039(00)61949-4