(4R,5S,6S)-5-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyl)-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazine

Base Information

Chemical Name:(4R,5S,6S)-5-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyl)-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazine
CAS No.:951385-80-1
Molecular Formula:C₂₆H₃₅NO₃Si
Molecular Weight:437.654
Hs Code.:

Synonyms:(4R,5S,6S)-5-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyl)-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5S,6S)-5-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyl)-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazine

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Technology Process of (4R,5S,6S)-5-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyl)-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazine

There total 1 articles about (4R,5S,6S)-5-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyl)-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazine 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%

: 951385-81-2
N-((2R,3R,E)-3-(tert-butyldimethylsilyloxy)-6-chloro-1-(4-methoxyphenyl)hex-4-en-2-yl)benzamide

: 951385-80-1
(4R,5S,6S)-5-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyl)-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazine

: C₂₆H₃₅NO₃Si

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 0 ℃; for 12h; Further Variations:; Temperatures; Product distribution;
DOI:10.1021/ol701519b

Reference yield: 89.0%

: 951385-80-1
(4R,5S,6S)-5-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyl)-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazine

: 951385-97-0
C₂₀H₂₁NO₃

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ol701519b

Reference yield:

: 951385-80-1
(4R,5S,6S)-5-(tert-butyldimethylsilyloxy)-4-(4-methoxybenzyl)-2-phenyl-6-vinyl-5,6-dihydro-4H-1,3-oxazine

: 22862-76-6
(-)-anisomycin

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

2: 98 percent / pyridine / CH₂Cl₂

3: O₃; O₂ / methanol / -78 °C

4: 76 mg / H₂ / Pd(OH)2 / methanol; acetic acid / 24 h / 20 °C / 3878.71 Torr

With pyridine; tetrabutyl ammonium fluoride; hydrogen; oxygen; ozone; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; acetic acid;
DOI:10.1021/ol701519b