(2R,5S,6S,7R)-spiro[1-aza-7-ethoxycarbonyl-8-oxo-3-oxa-2-phenyltricyclo[4.3.0^1,5.0^6,7]nonane-9,9'-fluorene]

Base Information

• Chemical Name: (2R,5S,6S,7R)-spiro[1-aza-7-ethoxycarbonyl-8-oxo-3-oxa-2-phenyltricyclo[4.3.0^1,5.0^6,7]nonane-9,9'-fluorene]
• CAS No.: 1169969-27-0
• Molecular Formula: C₂₈H₂₃NO₄
• Molecular Weight: 437.495

Synonyms:(2R,5S,6S,7R)-spiro[1-aza-7-ethoxycarbonyl-8-oxo-3-oxa-2-phenyltricyclo[4.3.0^1,5.0^6,7]nonane-9,9'-fluorene]

Chemical Property of (2R,5S,6S,7R)-spiro[1-aza-7-ethoxycarbonyl-8-oxo-3-oxa-2-phenyltricyclo[4.3.0^1,5.0^6,7]nonane-9,9'-fluorene]

Chemical Property:

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Technology Process of (2R,5S,6S,7R)-spiro[1-aza-7-ethoxycarbonyl-8-oxo-3-oxa-2-phenyltricyclo[4.3.0^1,5.0^6,7]nonane-9,9'-fluorene]

There total 1 articles about (2R,5S,6S,7R)-spiro[1-aza-7-ethoxycarbonyl-8-oxo-3-oxa-2-phenyltricyclo[4.3.0^1,5.0^6,7]nonane-9,9'-fluorene] 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%

(2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene (166765-36-2) + 9-diazofluorenone (832-80-4) → (2R,5S,6S,7R)-spiro[1-aza-7-ethoxycarbonyl-8-oxo-3-oxa-2-phenyltricyclo[4.3.01,5.06,7]nonane-9,9'-fluorene] (1169969-27-0)

Guidance literature:

In acetone; stereoselective reaction; Reflux;

DOI:10.1016/j.tetasy.2009.02.037

Reference yield: 73.0%

(2R,5S,6S,7R)-spiro[1-aza-7-ethoxycarbonyl-8-oxo-3-oxa-2-phenyltricyclo[4.3.01,5.06,7]nonane-9,9'-fluorene] (1169969-27-0) → C26H25NO2

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 15h; Inert atmosphere; Reflux;

DOI:10.1039/c5ob00648a

Reference yield:

(2R,5S,6S,7R)-spiro[1-aza-7-ethoxycarbonyl-8-oxo-3-oxa-2-phenyltricyclo[4.3.01,5.06,7]nonane-9,9'-fluorene] (1169969-27-0) → C26H21NO2

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere; Reflux

2: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 - -30 °C

With lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c5ob00648a

upstream raw materials:

(2R,5S)-7-ethoxycarbonyl-8-oxo-2-phenyl-1-aza-3-oxa-bicyclo[3.3.0]oct-6-ene

9-diazofluorenone

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