(S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid methyl ester

Base Information

Chemical Name:(S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid methyl ester
CAS No.:250583-05-2
Molecular Formula:C₂₀H₂₁NO₆
Molecular Weight:371.39
Hs Code.:

Synonyms:(S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid methyl ester

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Chemical Property of (S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid methyl ester

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Technology Process of (S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid methyl ester

There total 8 articles about (S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid methyl ester 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: 98.0%

: 250583-03-0
(S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid tert-butyl ester

: 149-73-5
trimethyl orthoformate

: 250583-05-2
(S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In methanol; Heating;
DOI:10.1016/S0040-4039(99)01497-5

Reference yield:

: 2861-28-1
1,3-benzodioxole-5-acetic acid

: 250583-05-2
(S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: Et₃N / diethyl ether / -78 - 0 °C

2: 70 percent / BuLi / tetrahydrofuran / -78 °C

3: 76 percent / NaHMDS / tetrahydrofuran / -78 - 50 °C

4: 92 percent / LiOOH; water / tetrahydrofuran / 0 - 20 °C

5: 99 percent / BH₃*THF / 0 - 20 °C

6: 95 percent / Et₃N; DMAP / CH₂Cl₂

7: 79 percent / Cs₂CO₃ / acetonitrile / Heating

8: 98 percent / pTSA / methanol / Heating

With dmap; n-butyllithium; borane-THF; lithium hydroperoxide; water; sodium hexamethyldisilazane; caesium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile; 1: Acylation / 2: Acylation / 3: Alkylation / 4: Hydrolysis / 5: Reduction / 6: Condensation / 7: Condensation / 8: Esterification;
DOI:10.1016/S0040-4039(99)01497-5

Reference yield:

: 250583-00-7
(S)-2-Benzo[1,3]dioxol-5-yl-succinic acid 4-tert-butyl ester

: 250583-05-2
(S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / BH₃*THF / 0 - 20 °C

2: 95 percent / Et₃N; DMAP / CH₂Cl₂

3: 79 percent / Cs₂CO₃ / acetonitrile / Heating

4: 98 percent / pTSA / methanol / Heating

With dmap; borane-THF; caesium carbonate; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane; acetonitrile; 1: Reduction / 2: Condensation / 3: Condensation / 4: Esterification;
DOI:10.1016/S0040-4039(99)01497-5