(5SR,6RS,1'RS)-1-Methyl-3-oxa-5-tosyloxy-6-(1'-hydroxycinnamyl)-6-methoxy-2-piperidinone

Base Information

Chemical Name:(5SR,6RS,1'RS)-1-Methyl-3-oxa-5-tosyloxy-6-(1'-hydroxycinnamyl)-6-methoxy-2-piperidinone
CAS No.:73089-41-5
Molecular Formula:C₂₂H₂₅NO₇S
Molecular Weight:447.509
Hs Code.:

Synonyms:(5SR,6RS,1'RS)-1-Methyl-3-oxa-5-tosyloxy-6-(1'-hydroxycinnamyl)-6-methoxy-2-piperidinone

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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 (5SR,6RS,1'RS)-1-Methyl-3-oxa-5-tosyloxy-6-(1'-hydroxycinnamyl)-6-methoxy-2-piperidinone

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Technology Process of (5SR,6RS,1'RS)-1-Methyl-3-oxa-5-tosyloxy-6-(1'-hydroxycinnamyl)-6-methoxy-2-piperidinone

There total 9 articles about (5SR,6RS,1'RS)-1-Methyl-3-oxa-5-tosyloxy-6-(1'-hydroxycinnamyl)-6-methoxy-2-piperidinone 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: 67.0%

: 73089-34-6
(5SR,6SR)-1-Methyl-3-oxa-5-hydroxy-6-cinnamoyl-6-methoxy-2-piperidinone

: 73089-41-5
(5SR,6RS,1'RS)-1-Methyl-3-oxa-5-tosyloxy-6-(1'-hydroxycinnamyl)-6-methoxy-2-piperidinone

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.133333h;
DOI:10.1021/jo01296a021

Reference yield:

: 73062-04-1
Toluene-4-sulfonic acid (4S,5R)-4-methoxy-3-methyl-2-oxo-4-[(E)-(3-phenyl-acryloyl)]-[1,3]oxazinan-5-yl ester

: 73062-21-2,73089-40-4,73089-41-5
(5RS,6RS)-1-Methyl-3-oxa-5-tosyloxy-6-(1'-hydroxycinnamyl)-6-methoxy-2-piperidinone

Guidance literature:: With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.183333h; Yield given;
DOI:10.1021/jo01296a021

Reference yield:

: 73061-98-0
2-Hydroxyethyl N-(1-Methoxy-2-oxo-4-phenyl-3(E)-butenyl)-N-methylcarbamate

: 73089-41-5
(5SR,6RS,1'RS)-1-Methyl-3-oxa-5-tosyloxy-6-(1'-hydroxycinnamyl)-6-methoxy-2-piperidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 69 percent Turnov_. / Pyridinium chlorochromate, sodium acetate / CH₂Cl₂ / 0.17 h / Heating

2: K₂CO₃ / methanol / 18 h / 25 °C

3: 67 percent / NaBH₄ / methanol / 0.13 h / 0 °C

With sodium tetrahydroborate; sodium acetate; potassium carbonate; pyridinium chlorochromate; In methanol; dichloromethane;
DOI:10.1021/jo01296a021