(3R,6S)-6-benzyloxymethyl-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine

Base Information

Chemical Name:(3R,6S)-6-benzyloxymethyl-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine
CAS No.:143730-33-0
Molecular Formula:C₁₇H₂₄N₂O₃
Molecular Weight:304.389
Hs Code.:

Synonyms:(3R,6S)-6-benzyloxymethyl-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine

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Chemical Property of (3R,6S)-6-benzyloxymethyl-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine

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Technology Process of (3R,6S)-6-benzyloxymethyl-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine

There total 4 articles about (3R,6S)-6-benzyloxymethyl-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine 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: 60.0%

: 3587-60-8
Benzyloxymethyl chloride

: 109838-85-9
(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine

: 143730-33-0
(3R,6S)-6-benzyloxymethyl-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -70 ℃; for 10h;
DOI:10.1039/P19950000157

Reference yield:

: 1685-33-2
N-[(benzyloxy)carbonyl]-D-valine

: 143730-33-0
(3R,6S)-6-benzyloxymethyl-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / N-methylmorpholine, isobutyl chloroformate / tetrahydrofuran; dimethylformamide

2: 1.) H₂ / 1.) 10percent Pd/C / 1.) CH₃OH, CH₂Cl₂, 24 h, 2.) toluene, reflux, 12 h

3: 66 percent / CH₂Cl₂ / 72 h

4: 60 percent / BuLi / hexane; tetrahydrofuran / 10 h / -70 °C

With 4-methyl-morpholine; n-butyllithium; hydrogen; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/P19950000157

Reference yield:

: 32402-31-6
N-benzyloxycarbonyl-(2R)-valinylglycine methyl ester

: 143730-33-0
(3R,6S)-6-benzyloxymethyl-3-isopropyl-2,5-dimethoxy-3,6-dihydropyrazine

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) H₂ / 1.) 10percent Pd/C / 1.) CH₃OH, CH₂Cl₂, 24 h, 2.) toluene, reflux, 12 h

2: 66 percent / CH₂Cl₂ / 72 h

3: 60 percent / BuLi / hexane; tetrahydrofuran / 10 h / -70 °C

With n-butyllithium; hydrogen; palladium on activated charcoal; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1039/P19950000157