(2S,3R,5R,6E)-1-chloro-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octene

Base Information

Chemical Name:(2S,3R,5R,6E)-1-chloro-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octene
CAS No.:902782-32-5
Molecular Formula:C₁₆H₂₁ClO₃
Molecular Weight:296.794
Hs Code.:

Synonyms:(2S,3R,5R,6E)-1-chloro-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octene

Suppliers and Price of (2S,3R,5R,6E)-1-chloro-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octene

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Chemical Property of (2S,3R,5R,6E)-1-chloro-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octene

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Technology Process of (2S,3R,5R,6E)-1-chloro-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octene

There total 6 articles about (2S,3R,5R,6E)-1-chloro-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octene 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: 88.0%

: 902782-06-3
(2R,3R,5R,6E)-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octen-1-ol

: 902782-32-5
(2S,3R,5R,6E)-1-chloro-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octene

Guidance literature:: With tetrachloromethane; sodium hydrogencarbonate; triphenylphosphine; for 3h; Heating;
DOI:10.1002/anie.200600458

Reference yield:

: 902782-05-2
ethyl (2E,5R,6E)-5-(4-methoxybenzyloxy)-2,6-octadienoate

: 902782-32-5
(2S,3R,5R,6E)-1-chloro-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octene

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / diisobutylaluminium hydride / tetrahydrofuran; hexane / 1 h / -78 - -60 °C

2: 93 percent / tBuOOH; molecular sieves 4 Angstroem; D-(-)-diisopropyl tartrate / Ti(O-iPr)4 / CH₂Cl₂ / 10 h / -20 °C

3: 88 percent / PPh₃; CCl₄; NaHCO₃ / 3 h / Heating

With tert.-butylhydroperoxide; tetrachloromethane; 4 A molecular sieve; diisobutylaluminium hydride; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; triphenylphosphine; titanium(IV) isopropylate; In tetrahydrofuran; hexane; dichloromethane; 2: Sharpless asymmetric epoxidation;
DOI:10.1002/anie.200600458

Reference yield:

: 902782-29-0
C₁₆H₂₂O₄

: 902782-32-5
(2S,3R,5R,6E)-1-chloro-2,3-epoxy-5-(4-methoxybenzyloxy)-6-octene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 17.3 g / LiAlH₄ / tetrahydrofuran / 1 h / 20 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / -40 °C

3.1: LiCl; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.5 h / 0 °C

3.2: 15.7 g / acetonitrile / 1 h / 20 °C

4.1: 96 percent / diisobutylaluminium hydride / tetrahydrofuran; hexane / 1 h / -78 - -60 °C

5.1: 93 percent / tBuOOH; molecular sieves 4 Angstroem; D-(-)-diisopropyl tartrate / Ti(O-iPr)4 / CH₂Cl₂ / 10 h / -20 °C

6.1: 88 percent / PPh₃; CCl₄; NaHCO₃ / 3 h / Heating

With tert.-butylhydroperoxide; tetrachloromethane; lithium aluminium tetrahydride; oxalyl dichloride; 4 A molecular sieve; diisobutylaluminium hydride; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; lithium chloride; titanium(IV) isopropylate; In tetrahydrofuran; hexane; dichloromethane; acetonitrile; 2.1: Swern oxidation / 3.2: Horner-Wadsworth-Emmons reaction / 5.1: Sharpless asymmetric epoxidation;
DOI:10.1002/anie.200600458