(S)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate

Base Information

Chemical Name:(S)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate
CAS No.:791807-33-5
Molecular Formula:C₂₂H₂₅NO₈
Molecular Weight:431.442
Hs Code.:

Synonyms:(S)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate

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Chemical Property of (S)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate

Chemical Property:

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Technology Process of (S)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate

There total 1 articles about (S)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate 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:

: 609-02-9
methyl-malonic acid dimethylester

: 63909-29-5
(E)-2-(benzyloxy)-1-methoxy-4-(2-nitrovinyl)benzene

: (R)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate

: 791807-33-5
(S)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate

Guidance literature:: With 4-methyl-morpholine; chiral bis(oxazoline)-based ligand; magnesium triflate; 4 A molecular sieve; In chloroform; water; at 20 ℃; for 18h; Title compound not separated from byproducts;
DOI:10.1021/ol060398p

Reference yield:

: 791807-33-5
(S)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate

: 2-[(S)-2-Amino-1-(3-benzyloxy-4-methoxy-phenyl)-ethyl]-2-methyl-malonic acid dimethyl ester

Guidance literature:: With hydrogenchloride; zinc; In ethanol; at 45 - 52 ℃;
DOI:10.1021/ol060398p

Reference yield:

: 791807-33-5
(S)-dimethyl 2-(1-(3-(benzyloxy)-4-methylphenyl)-2-nitroethyl)-2-methylmalonate

: 347850-51-5
Methyl 3-((1R)-1-hydroxyethyl)(3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylpyrrolidinecarboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: Zn dust; aq. HCl / ethanol / 45 - 52 °C

2.1: aq. NaHCO₃ / CH₂Cl₂

3.1: LiHMDS / toluene; tetrahydrofuran / 10 - 15 °C

4.1: pTSA / toluene / 90 °C

5.1: Li(t-BuO)3AlH / tetrahydrofuran / -57 - -4.4 °C

5.2: 64 percent / LiAkH₄ / tetrahydrofuran / 15 h / 61 °C

6.1: CH₂Cl₂ / 1.5 h / 0 °C

7.1: H₂ / Pd/C / methanol / 12 h

With hydrogenchloride; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; lithium tri-t-butoxyaluminum hydride; lithium hexamethyldisilazane; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene;
DOI:10.1021/ol060398p