(Z)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamino]-6-[1,3]dioxolan-2-yl-hex-2-enoic acid methyl ester

Base Information

Chemical Name:(Z)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamino]-6-[1,3]dioxolan-2-yl-hex-2-enoic acid methyl ester
CAS No.:725250-73-7
Molecular Formula:C₂₄H₃₉NO₅Si
Molecular Weight:449.663
Hs Code.:

Synonyms:(Z)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamino]-6-[1,3]dioxolan-2-yl-hex-2-enoic acid methyl ester

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Chemical Property of (Z)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamino]-6-[1,3]dioxolan-2-yl-hex-2-enoic acid methyl ester

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Technology Process of (Z)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamino]-6-[1,3]dioxolan-2-yl-hex-2-enoic acid methyl ester

There total 1 articles about (Z)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamino]-6-[1,3]dioxolan-2-yl-hex-2-enoic 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: 100.0%

: 120417-13-2,120666-55-9
(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-phenylethanamine

: 6-[1,3]dioxolan-2-yl-3-oxo-hexanoic acid methyl ester

: 725250-73-7
(Z)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamino]-6-[1,3]dioxolan-2-yl-hex-2-enoic acid methyl ester

Guidance literature:: In methanol; for 240h; Heating;
DOI:10.1016/j.tet.2004.04.055

Reference yield:

: 725250-73-7
(Z)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamino]-6-[1,3]dioxolan-2-yl-hex-2-enoic acid methyl ester

: 486-70-4
lupinine

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / tetrahydrofuran / 0.25 h / 0 °C

2: 53 percent / HF*pyridine / tetrahydrofuran / 0 - 20 °C

3: 100 percent / LiHMDS / tetrahydrofuran / 0.67 h / 0 °C

4: 100 percent / BH₃*Me₂S / tetrahydrofuran / 24 h / 20 °C

5: H₂O; p-toluenesulfonic acid / acetone / 6 h

6: H₂ / Pd/C / methanol / 24 h / 20 °C

7: 60 percent / LiAlH₄ / tetrahydrofuran / 15 h / Heating

With lithium aluminium tetrahydride; dimethylsulfide borane complex; water; hydrogen; toluene-4-sulfonic acid; pyridine hydrogenfluoride; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; acetone; 3: intramolecular Michael addition;
DOI:10.1016/j.tet.2004.04.055

Reference yield:

: 725250-73-7
(Z)-3-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-ethylamino]-6-[1,3]dioxolan-2-yl-hex-2-enoic acid methyl ester

: 476187-23-2
(1R)-(2R)-(3R)-2-(3-[1,3]dioxolan-2-yl-propyl)-1-(2-hydroxy-1-phenyl-ethyl)-piperidine-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / tetrahydrofuran / 0.25 h / 0 °C

2: 53 percent / HF*pyridine / tetrahydrofuran / 0 - 20 °C

3: 100 percent / LiHMDS / tetrahydrofuran / 0.67 h / 0 °C

4: 100 percent / BH₃*Me₂S / tetrahydrofuran / 24 h / 20 °C

With dimethylsulfide borane complex; pyridine hydrogenfluoride; lithium hexamethyldisilazane; In tetrahydrofuran; 3: intramolecular Michael addition;
DOI:10.1016/j.tet.2004.04.055