(S)-1,1-dimethylethyl 3-<4-<2-azido-3-oxo-3-(phenylmethoxy)propyl>phenoxy>-4-methoxybenzenepropanoate

Base Information

Chemical Name:(S)-1,1-dimethylethyl 3-<4-<2-azido-3-oxo-3-(phenylmethoxy)propyl>phenoxy>-4-methoxybenzenepropanoate
CAS No.:118459-83-9
Molecular Formula:C₃₀H₃₃N₃O₆
Molecular Weight:531.609
Hs Code.:

Synonyms:(S)-1,1-dimethylethyl 3-<4-<2-azido-3-oxo-3-(phenylmethoxy)propyl>phenoxy>-4-methoxybenzenepropanoate

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Chemical Property of (S)-1,1-dimethylethyl 3-<4-<2-azido-3-oxo-3-(phenylmethoxy)propyl>phenoxy>-4-methoxybenzenepropanoate

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Technology Process of (S)-1,1-dimethylethyl 3-<4-<2-azido-3-oxo-3-(phenylmethoxy)propyl>phenoxy>-4-methoxybenzenepropanoate

There total 7 articles about (S)-1,1-dimethylethyl 3-<4-<2-azido-3-oxo-3-(phenylmethoxy)propyl>phenoxy>-4-methoxybenzenepropanoate 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:

: 118459-79-3
(E)-benzyl 3-(4-bromophenyl)acrylate

: 118459-83-9
(S)-1,1-dimethylethyl 3-<4-<2-azido-3-oxo-3-(phenylmethoxy)propyl>phenoxy>-4-methoxybenzenepropanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / K₂CO₃, CuO / pyridine / 24 h / 145 °C

2: H₂ / 10percent Pd/C / ethanol; acetic acid / 10 h

3: Et₃N / tetrahydrofuran / 1.) 78 deg C, 15 min; 2.) 0 deg C, 45 min

4: 1.) n-BuLi / 1.) hexane, THF, -78 deg C; 2.) hexane, THF, -78 deg C, 15 min and then to room temp., 1.5 h

5: 1.) KHMDS, 2.) trisyl azide / 1.) THF, toluene, -78 deg C, 15 min, 2.) THF, toluene, -78 deg C, 2 min

6: 1.) titanium tetraisopropoxide / 2.) 70 deg C, 2 h

With titanium(IV) isopropylate; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; potassium carbonate; triethylamine; copper(II) oxide; palladium on activated charcoal; In tetrahydrofuran; pyridine; ethanol; acetic acid;
DOI:10.1021/ja00185a042

Reference yield:

: 118459-78-2,118459-93-1
(E/Z)-tert-butyl 3-hydroxy-4-methoxycinnamate

: 118459-83-9
(S)-1,1-dimethylethyl 3-<4-<2-azido-3-oxo-3-(phenylmethoxy)propyl>phenoxy>-4-methoxybenzenepropanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / K₂CO₃, CuO / pyridine / 24 h / 145 °C

2: H₂ / 10percent Pd/C / ethanol; acetic acid / 10 h

3: Et₃N / tetrahydrofuran / 1.) 78 deg C, 15 min; 2.) 0 deg C, 45 min

4: 1.) n-BuLi / 1.) hexane, THF, -78 deg C; 2.) hexane, THF, -78 deg C, 15 min and then to room temp., 1.5 h

5: 1.) KHMDS, 2.) trisyl azide / 1.) THF, toluene, -78 deg C, 15 min, 2.) THF, toluene, -78 deg C, 2 min

6: 1.) titanium tetraisopropoxide / 2.) 70 deg C, 2 h

With titanium(IV) isopropylate; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; potassium carbonate; triethylamine; copper(II) oxide; palladium on activated charcoal; In tetrahydrofuran; pyridine; ethanol; acetic acid;
DOI:10.1021/ja00185a042

Reference yield:

: 118459-80-6
(E,E)-1,1-dimethylethyl 3-<4-<3-oxo-3-(phenylmethoxy)propenyl>phenoxy>-4-methoxybenzenepropenoate

: 118459-83-9
(S)-1,1-dimethylethyl 3-<4-<2-azido-3-oxo-3-(phenylmethoxy)propyl>phenoxy>-4-methoxybenzenepropanoate

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 10percent Pd/C / ethanol; acetic acid / 10 h

2: Et₃N / tetrahydrofuran / 1.) 78 deg C, 15 min; 2.) 0 deg C, 45 min

3: 1.) n-BuLi / 1.) hexane, THF, -78 deg C; 2.) hexane, THF, -78 deg C, 15 min and then to room temp., 1.5 h

4: 1.) KHMDS, 2.) trisyl azide / 1.) THF, toluene, -78 deg C, 15 min, 2.) THF, toluene, -78 deg C, 2 min

5: 1.) titanium tetraisopropoxide / 2.) 70 deg C, 2 h

With titanium(IV) isopropylate; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; hydrogen; potassium hexamethylsilazane; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; acetic acid;
DOI:10.1021/ja00185a042