(4aR,5S,8aR)-5-Hydroxy-octahydro-quinoline-1-carboxylic acid phenyl ester

Base Information

Chemical Name:(4aR,5S,8aR)-5-Hydroxy-octahydro-quinoline-1-carboxylic acid phenyl ester
CAS No.:96631-19-5
Molecular Formula:C₁₆H₂₁NO₃
Molecular Weight:275.348
Hs Code.:

Synonyms:(4aR,5S,8aR)-5-Hydroxy-octahydro-quinoline-1-carboxylic acid phenyl ester

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Chemical Property of (4aR,5S,8aR)-5-Hydroxy-octahydro-quinoline-1-carboxylic acid phenyl ester

Chemical Property:

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Technology Process of (4aR,5S,8aR)-5-Hydroxy-octahydro-quinoline-1-carboxylic acid phenyl ester

There total 10 articles about (4aR,5S,8aR)-5-Hydroxy-octahydro-quinoline-1-carboxylic acid phenyl 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: 95.0%

: 96631-18-4
(4aR,5S,8aR)-5-Hydroxy-4a,5,6,7,8,8a-hexahydro-2H-quinoline-1-carboxylic acid phenyl ester

: 96631-19-5
(4aR,5S,8aR)-5-Hydroxy-octahydro-quinoline-1-carboxylic acid phenyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal;
DOI:10.1016/S0040-4039(00)98461-2

Reference yield:

: 96631-13-9
2-(4-Iodo-butyl)-2H-pyridine-1-carboxylic acid phenyl ester

: 96631-19-5
(4aR,5S,8aR)-5-Hydroxy-octahydro-quinoline-1-carboxylic acid phenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 65 percent / sodium nitrite / dimethylformamide

2: 68 percent / PhNCO, TEA / benzene / 72 h / Ambient temperature

3: 88 percent / H₂, H₃O⁽¹⁺⁾ / Pd/C

4: 85 percent / potassium triisopropoxyborohydride / tetrahydrofuran / -20 °C

5: 95 percent / triphenylsilane, stannic chloride / CH₂Cl₂ / -78 °C

6: 95 percent / H₂ / Pd/C

With potassium tri(isopropoxy)borohydride; TEA; oxonium; hydrogen; tin(IV) chloride; phenyl isocyanate; sodium nitrite; HSiPh₃; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(00)98461-2

Reference yield:

: 96631-17-3
(4S,4aS,5R,8aS)-4,5-Dihydroxy-4a,5,6,7,8,8a-hexahydro-4H-quinoline-1-carboxylic acid phenyl ester

: 96631-19-5
(4aR,5S,8aR)-5-Hydroxy-octahydro-quinoline-1-carboxylic acid phenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / triphenylsilane, stannic chloride / CH₂Cl₂ / -78 °C

2: 95 percent / H₂ / Pd/C

With hydrogen; tin(IV) chloride; HSiPh₃; palladium on activated charcoal; In dichloromethane;
DOI:10.1016/S0040-4039(00)98461-2