2-Heptenoic acid, 2-methyl-7-(phenylmethoxy)-, ethyl ester, (2E)-

Base Information

Chemical Name:2-Heptenoic acid, 2-methyl-7-(phenylmethoxy)-, ethyl ester, (2E)-
CAS No.:136179-92-5
Molecular Formula:C17H24O3
Molecular Weight:276.376
Hs Code.:
Mol file:136179-92-5.mol

Synonyms:

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Chemical Property of 2-Heptenoic acid, 2-methyl-7-(phenylmethoxy)-, ethyl ester, (2E)-

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Technology Process of 2-Heptenoic acid, 2-methyl-7-(phenylmethoxy)-, ethyl ester, (2E)-

There total 1 articles about 2-Heptenoic acid, 2-methyl-7-(phenylmethoxy)-, ethyl ester, (2E)- 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:

: 4541-15-5
5-(benzyloxy)-1-pentanol

: 136179-92-5
Ethyl (2E)-7-Benzyloxy-2-methylheptenoate

Guidance literature:: Multi-step reaction with 2 steps

1: PCC / CH₂Cl₂ / 1.5 h / Ambient temperature

2: toluene / 10 h / 100 °C / bath temp.

With pyridinium chlorochromate; In dichloromethane; toluene;
DOI:10.1248/cpb.39.1359

Reference yield: 96.0%

: 136179-92-5
Ethyl (2E)-7-Benzyloxy-2-methylheptenoate

: (2R,3S)-7-Benzyloxy-2,3-dihydroxy-2-methyl-heptanoic acid ethyl ester

Guidance literature:: With AD-mix-α; methanesulfonamide; In water; tert-butyl alcohol; at 0 ℃;
DOI:10.1016/j.tetlet.2003.08.113

Reference yield:

: 136179-92-5
Ethyl (2E)-7-Benzyloxy-2-methylheptenoate

: 4-(5α-Methanesulfonyloxymethyl-2,6,6-trimethyl-2-cyclohexen-1α-yl)butanoic Acid Chloride

Guidance literature:: Multi-step reaction with 15 steps

1: LiAlH₄ / diethyl ether / 0.17 h / ice bath

2: PCC / CH₂Cl₂

3: 1.) BuLi / 1.) THF, hexane, -5 deg C to r.t., 30 min; 2.) -15 deg C to r.t., 30 min

4: 82.6 percent / toluene / 17 h / 100 °C / bath temp.; hydroquinone for stabilization

5: 1.) aq. NaHCO₃; 2.) NaHCO₃, I₂, KI / 1.) H₂O, boiling, 30 min; 2.) r.t., 3.5 h

6: 1.) BH₃*Me₂S; 2.) Zn powder / 1.) THF-B(OMe)3, r.t., 3 h; 2.) AcOH, reflux, 1 h

7: 1.) LDA, n-BuLi / 1.) THF, hexane, -15 deg C, 30 min; 2.) a) -78 deg C, 30 min, b) -15 deg C, 30 min

8: 1.) diisobutylaluminum hydride; 2.) NaOH, hydrazine hydrate / 1.) toluene, dry ice-acetone bath, 10 min; 2.) diethylene glycol, 110 to 210 deg C (bath temp.), 4 h

9: 95.4 percent / pyridine / 2 h / Ambient temperature

10: 80 percent / Raney-Ni (W-2) / ethanol / 1 h / Heating

11: pyridinium p-toluenesulfonate / CH₂Cl₂ / 1 h / Ambient temperature

12: 3.88 g / LiAlH₄ / diethyl ether / 0.17 h / 0 °C

13: 5.44 g / Et₃N / CH₂Cl₂ / 1 h / 0 °C

14: Jones reagent / acetone / 1 h / Ambient temperature

15: oxalyl chloride / acetone / a) r.t., 1 h; b) 60 deg C, 1 h

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; n-butyllithium; jones reagent; oxalyl dichloride; dimethylsulfide borane complex; Raney-Ni (W-2); iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; hydrazine hydrate; triethylamine; pyridinium chlorochromate; potassium iodide; zinc; lithium diisopropyl amide; pyridinium p-toluenesulfonate; In diethyl ether; ethanol; dichloromethane; acetone; toluene;
DOI:10.1248/cpb.39.1359