(2S,4S)-3,4-dihydro-2-dimethoxymethyl-4-(R-(-)-α-methoxyphenylacetoxy)-2-methyl-6-nitro-2H-1-benzopyran

Base Information

Chemical Name:(2S,4S)-3,4-dihydro-2-dimethoxymethyl-4-(R-(-)-α-methoxyphenylacetoxy)-2-methyl-6-nitro-2H-1-benzopyran
CAS No.:380912-51-6
Molecular Formula:C₂₂H₂₅NO₈
Molecular Weight:431.442
Hs Code.:

Synonyms:(2S,4S)-3,4-dihydro-2-dimethoxymethyl-4-(R-(-)-α-methoxyphenylacetoxy)-2-methyl-6-nitro-2H-1-benzopyran

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Chemical Property of (2S,4S)-3,4-dihydro-2-dimethoxymethyl-4-(R-(-)-α-methoxyphenylacetoxy)-2-methyl-6-nitro-2H-1-benzopyran

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Technology Process of (2S,4S)-3,4-dihydro-2-dimethoxymethyl-4-(R-(-)-α-methoxyphenylacetoxy)-2-methyl-6-nitro-2H-1-benzopyran

There total 1 articles about (2S,4S)-3,4-dihydro-2-dimethoxymethyl-4-(R-(-)-α-methoxyphenylacetoxy)-2-methyl-6-nitro-2H-1-benzopyran 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: 28.0%

: 3966-32-3
(R)-methoxyphenylacetic acid

: 146821-83-2
3,4-dihydro-2-dimethoxymethyl-4-hydroxy-2-methyl-6-nitro-2H-1-benzopyran

: 380912-52-7
(2R,4R)-3,4-dihydro-2-dimethoxymethyl-4-(R-(-)-α-methoxyphenylacetoxy)-2-methyl-6-nitro-2H-1-benzopyran

: 380912-51-6
(2S,4S)-3,4-dihydro-2-dimethoxymethyl-4-(R-(-)-α-methoxyphenylacetoxy)-2-methyl-6-nitro-2H-1-benzopyran

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In ethyl acetate; at 20 ℃; for 1h;
DOI:10.1021/jm010183f

Reference yield:

: 380912-51-6
(2S,4S)-3,4-dihydro-2-dimethoxymethyl-4-(R-(-)-α-methoxyphenylacetoxy)-2-methyl-6-nitro-2H-1-benzopyran

: 380912-63-0
C₂₁H₂₂N₄O₇

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / 1N aq. LiOH / tetrahydrofuran / 0.5 h / 0 °C

2: i-Pr₂NEt / CH₂Cl₂ / 15 h / 20 °C

3: DBU / toluene / Heating

4: (R,R)-Mn(III)-salen complex; NaOCl; Na₂HPO₄ / CH₂Cl₂ / 0 - 20 °C

5: aq. NH₃ / ethanol / 50 °C

6: 64 percent / Et₃N / dimethylformamide; propan-2-ol / 20 °C

With lithium hydroxide; ammonium hydroxide; sodium hypochlorite; disodium hydrogenphosphate; (R,R)-mangane(III)-salen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1021/jm010183f

Reference yield:

: 380912-51-6
(2S,4S)-3,4-dihydro-2-dimethoxymethyl-4-(R-(-)-α-methoxyphenylacetoxy)-2-methyl-6-nitro-2H-1-benzopyran

: 335382-50-8
(2S,3S,4R)-4-[[(cyanoimino)phenoxymethyl]amino]-6-nitro-3,4-dihydro-3-hydroxy-2-methyl-2-dimethoxymethyl-2H-benzopyran

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / 1N aq. LiOH / tetrahydrofuran / 0.5 h / 0 °C

2: i-Pr₂NEt / CH₂Cl₂ / 15 h / 20 °C

3: DBU / toluene / Heating

4: (S,S)-Mn(III)-salen complex; NaOCl; Na₂HPO₄ / CH₂Cl₂ / 0 - 20 °C

5: aq. NH₃ / ethanol / 50 °C

6: 64 percent / Et₃N / dimethylformamide; propan-2-ol / 20 °C

With lithium hydroxide; ammonium hydroxide; sodium hypochlorite; disodium hydrogenphosphate; (S,S)-Mn(III)-salen; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1021/jm010183f