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

Base Information

Chemical Name:(S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid tert-butyl ester
CAS No.:250583-03-0
Molecular Formula:C₂₃H₂₇NO₆
Molecular Weight:413.47
Hs Code.:

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

There total 8 articles about (S)-3-Benzo[1,3]dioxol-5-yl-4-[1-(4-methoxy-phenyl)-meth-(E)-ylideneaminooxy]-butyric acid tert-butyl 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: 79.0%

: 3717-21-3,3717-22-4,3235-04-9,140461-28-5,140461-29-6
(E)-4-methoxybenzaldoxime

: 250583-02-9
3-benzo[1,3]dioxol-5-yl-4-(4-chloro-benzenesulfonyloxy)-butyric acid tert-butyl ester

: 2-benzo[1,3]dioxol-5-yl-cyclopropanecarboxylic acid tert-butyl ester

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

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

Guidance literature:: With caesium carbonate; In acetonitrile; Heating;
DOI:10.1016/S0040-4039(99)01497-5

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

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

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / NaHMDS / tetrahydrofuran / -78 - 50 °C

2: 92 percent / LiOOH; water / tetrahydrofuran / 0 - 20 °C

3: 99 percent / BH₃*THF / 0 - 20 °C

4: 95 percent / Et₃N; DMAP / CH₂Cl₂

5: 79 percent / Cs₂CO₃ / acetonitrile / Heating

With dmap; borane-THF; lithium hydroperoxide; water; sodium hexamethyldisilazane; caesium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Alkylation / 2: Hydrolysis / 3: Reduction / 4: Condensation / 5: Condensation;
DOI:10.1016/S0040-4039(99)01497-5