(2R,5S,1'R,2'S,3'R)-2-(1'-acetoxy-2'3'-epoxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine

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Chemical Name:(2R,5S,1'R,2'S,3'R)-2-(1'-acetoxy-2'3'-epoxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine
CAS No.:120190-36-5
Molecular Formula:C₂₀H₂₆N₂O₅
Molecular Weight:374.437
Hs Code.:

Synonyms:(2R,5S,1'R,2'S,3'R)-2-(1'-acetoxy-2'3'-epoxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine

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Chemical Property of (2R,5S,1'R,2'S,3'R)-2-(1'-acetoxy-2'3'-epoxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine

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Technology Process of (2R,5S,1'R,2'S,3'R)-2-(1'-acetoxy-2'3'-epoxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine

There total 4 articles about (2R,5S,1'R,2'S,3'R)-2-(1'-acetoxy-2'3'-epoxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine 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: 92.0%

: 108-24-7
acetic anhydride

: 120190-32-1,120293-87-0
(2R,5S,1'R,2'R 3'R)-2-(2',3'-epoxy-1'-hydroxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine

: 120190-36-5
(2R,5S,1'R,2'S,3'R)-2-(1'-acetoxy-2'3'-epoxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine

Guidance literature:: With dmap; In pyridine; for 12h; Ambient temperature;
DOI:10.1016/S0040-4020(01)86037-3

Reference yield:

: 78342-42-4
(S)-2-isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

: 120190-36-5
(2R,5S,1'R,2'S,3'R)-2-(1'-acetoxy-2'3'-epoxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine

Guidance literature:: Multi-step reaction with 3 steps

2: 1.) (+)-diethyl tartrate; 2.) tert-butyl-hydroperoxyde / 1.) Ti(OiPr)4 / 1.) dichloromethane, 20 min, -20 degC; 2.) dichloroethane, -20 degC, 4d

3: 92 percent / 4-(dimethylamino)-pyridine / pyridine / 12 h / Ambient temperature

With tert.-butylhydroperoxide; dmap; (+)-Weinsaeure-diethylester; titanium(IV) isopropylate; In pyridine;
DOI:10.1016/S0040-4020(01)86037-3

Reference yield:

: 107384-38-3,134929-84-3
(E)-(S)-1-((2R,5S)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-3-phenyl-prop-2-en-1-ol

: 120190-36-5
(2R,5S,1'R,2'S,3'R)-2-(1'-acetoxy-2'3'-epoxy-3'-phenyl-prop-1'-yl)-2,5-dihydro-5-isopropyl-3,6-dimethoxy-pyrazine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) (+)-diethyl tartrate; 2.) tert-butyl-hydroperoxyde / 1.) Ti(OiPr)4 / 1.) dichloromethane, 20 min, -20 degC; 2.) dichloroethane, -20 degC, 4d

2: 92 percent / 4-(dimethylamino)-pyridine / pyridine / 12 h / Ambient temperature

With tert.-butylhydroperoxide; dmap; (+)-Weinsaeure-diethylester; titanium(IV) isopropylate; In pyridine;
DOI:10.1016/S0040-4020(01)86037-3