casuarine

Base Information

• Chemical Name: casuarine
• CAS No.: 159440-57-0
• Molecular Formula: C8H15NO5
• Molecular Weight: 205.21
• Mol file: 159440-57-0.mol

Synonyms:casuarine;Uniflorine B;D-Casuarine;(1R,2R,3R,6S,7S,7aR)-Hexahydro-3-(hydroxymethyl)-1H-pyrrolizine-1,2,6,7-tetrol

Chemical Property of casuarine

Chemical Property:

• Melting Point: 180 - 182 °C
• PSA: 104.39000
• LogP: -3.57340

Purity/Quality:

95% ^*data from raw suppliers

(+)-Casuarine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of casuarine

There total 42 articles about casuarine 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: 100.0%

(1R,2R,3R,6S,7S,7aS)-1,2,7-tris(benzyloxy)-3-[(benzyloxy)methyl]hexahydro-1H-pyrrolizin-6-ol → casuarine (159440-57-0)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; water; at 20 ℃; for 15h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201301320

Reference yield: 100.0%

(1R,2R,3R,6S,7S,7aR)-1,2-bis(benzyloxy)-3-[(benzyloxy)methyl]-6,7-dihydroxyhexahydro-1H-pyrrolizine (1141494-37-2) → casuarine (159440-57-0)

Guidance literature:

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; water; for 96h;

DOI:10.1002/chem.200801578

Reference yield: 98.0%

per-O-acetyl-D-casuarine → casuarine (159440-57-0)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1016/j.tet.2005.05.004

upstream raw materials:

(1S,2S,5R,6R,7R,7aR)-7-(dimethylphenylsilyl)-5-[[[dimethyl(1,1,2-trimethylpropyl)silyl]oxy]methyl]hexahydro-1H-pyrrolizine-1,2,6-triol

(1S,2S,5R,6R,7R,7aR)-6,7-bis(benzyloxy)-5-(hydroxymethyl)hexahydro-1H-pyrrolizine-1,2-diol

4-amino-4-deoxy-2,3-di-O-tert-butyldimethylsilyl-5,6:7,8-di-O-isopropylidene-D-erythro-L-altro-octono-1,4-lactam

4-amino-4-deoxy-2,3-di-O-tert-butyldimethylsilyl-5,6-O-isopropylidene-D-erythro-L-altro-octono-1,4-lactam

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