(2R)-2,3,4,4aβ,6,7,8,8aβ-Octahydro-4-acetyl-2,5α-methano-5H-pyrido[3,2-b]-1,4-oxazine

Base Information

Chemical Name:(2R)-2,3,4,4aβ,6,7,8,8aβ-Octahydro-4-acetyl-2,5α-methano-5H-pyrido[3,2-b]-1,4-oxazine
CAS No.:55623-00-2
Molecular Formula:C10H16N2O2
Molecular Weight:196.25
Hs Code.:
Mol file:55623-00-2.mol

Synonyms:Lepistin;(1R,3S,7S,8S)-1-(2-Oxa-7,9-diaza-tricyclo[5.3.1.03,8]undec-9-yl)-ethanone;(2R)-4-acetyl-(4at,8at)-octahydro-2r,5c-methano-pyrido[3,2-b][1,4]oxazine;

Suppliers and Price of (2R)-2,3,4,4aβ,6,7,8,8aβ-Octahydro-4-acetyl-2,5α-methano-5H-pyrido[3,2-b]-1,4-oxazine

Supply Marketing:

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

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Chemical Property of (2R)-2,3,4,4aβ,6,7,8,8aβ-Octahydro-4-acetyl-2,5α-methano-5H-pyrido[3,2-b]-1,4-oxazine

Chemical Property:

PSA：32.78000
LogP:-0.08640

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Description An alkaloid isolated from Clit0cybe fasciculata, the structure of lepistine has been established by X-ray analysis of the hydrobromide which forms orthorhombic crystals with space group P212121and a = 16.214, b = 10.516 and c = 6.975 A with Z = 4.

Technology Process of (2R)-2,3,4,4aβ,6,7,8,8aβ-Octahydro-4-acetyl-2,5α-methano-5H-pyrido[3,2-b]-1,4-oxazine

There total 8 articles about (2R)-2,3,4,4aβ,6,7,8,8aβ-Octahydro-4-acetyl-2,5α-methano-5H-pyrido[3,2-b]-1,4-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: 71.0%

: 1609184-10-2
(R)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undec-7-ene

: 108-24-7
acetic anhydride

: 55623-00-2
lepistine

Guidance literature:: (R)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undec-7-ene; With caesium carbonate; thiophenol; In acetonitrile; at 20 ℃; for 1h; Inert atmosphere;

acetic anhydride; In acetonitrile; for 1h; Inert atmosphere;
DOI:10.1021/ol5010033

Reference yield:

: 1071056-81-9
5-((tert-butyldimethylsilyl)oxy)-2-methylenepentan-1-ol

: 55623-00-2
lepistine

Guidance literature:: Multi-step reaction with 8 steps

1.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 0.67 h / 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 9 h / 20 °C / Inert atmosphere

3.1: triphenylphosphine; azodicarboxylic acid bis(2-methoxyethyl) ester / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

4.1: HSiPh₃; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid / 2 h / 20 °C / Inert atmosphere

5.1: caesium carbonate / acetonitrile / 24 h / 80 °C / Inert atmosphere

6.1: ozone; dimethylsulfide / dichloromethane; methanol / -78 - 20 °C / Inert atmosphere

7.1: camphor-10-sulfonic acid / m-xylene / 0.33 h / Reflux; Inert atmosphere

8.1: caesium carbonate; thiophenol / acetonitrile / 1 h / 20 °C / Inert atmosphere

8.2: 1 h / Inert atmosphere

With azodicarboxylic acid bis(2-methoxyethyl) ester; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; caesium carbonate; ozone; acetic acid; thiophenol; triphenylphosphine; diethylazodicarboxylate; HSiPh₃; In tetrahydrofuran; methanol; dichloromethane; m-xylene; toluene; acetonitrile; 1.1: |Mitsunobu Displacement;
DOI:10.1021/ol5010033

Reference yield:

: 1609184-04-4
(S)-N-(5-((tert-butyldimethylsilyl)oxy)-2-methylenepentyl)-N-glycidyl-2-nitrobenzenesulfonamide

: 55623-00-2
lepistine

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 9 h / 20 °C / Inert atmosphere

2.1: triphenylphosphine; azodicarboxylic acid bis(2-methoxyethyl) ester / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

3.1: HSiPh₃; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid / 2 h / 20 °C / Inert atmosphere

4.1: caesium carbonate / acetonitrile / 24 h / 80 °C / Inert atmosphere

5.1: ozone; dimethylsulfide / dichloromethane; methanol / -78 - 20 °C / Inert atmosphere

6.1: camphor-10-sulfonic acid / m-xylene / 0.33 h / Reflux; Inert atmosphere

7.1: caesium carbonate; thiophenol / acetonitrile / 1 h / 20 °C / Inert atmosphere

7.2: 1 h / Inert atmosphere

With azodicarboxylic acid bis(2-methoxyethyl) ester; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; caesium carbonate; ozone; acetic acid; thiophenol; triphenylphosphine; HSiPh₃; In tetrahydrofuran; methanol; dichloromethane; m-xylene; acetonitrile;
DOI:10.1021/ol5010033