Citreoviral

Base Information

• Chemical Name: Citreoviral
• CAS No.: 94120-02-2
• Deprecated CAS: 98095-71-7
• Molecular Formula: C11H18O4
• Molecular Weight: 214.2582
• UNII: 8DUN8KE4U6,FH6D6FA2EQ
• Nikkaji Number: J436.004D
• Wikidata: Q77565638
• Metabolomics Workbench ID: 103742

Synonyms:5-epi-citreoviral;citreoviral

Chemical Property of Citreoviral

Chemical Property:

• Vapor Pressure: 1.85E-05mmHg at 25°C
• Boiling Point: 324.9°Cat760mmHg
• Flash Point: 120.5°C
• Density: 1.189g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 214.12050905
• Heavy Atom Count: 15
• Complexity: 299

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(C(O1)(C)C=C(C)C=O)O)(C)O
• Isomeric SMILES: C[C@@H]1[C@]([C@H]([C@](O1)(C)/C=C(\C)/C=O)O)(C)O

Technology Process of Citreoviral

There total 75 articles about Citreoviral 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: 80.0%

(E)-4,7-anhydro-2,3,8-trideoxy-5-O-(methoxymethyl)-2-methyl-4,6-di-C-methyl-D-gulo-oct-2-enose (111904-99-5) → (+)-citreoviral (94120-02-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 8h; Heating;

DOI:10.1021/ja00210a026

Reference yield: 60.0%

(+/-)-(2S*,3S*,4S*,5R*)-2-<3-hydroxy-2-methyl-1(E)-propenyl>-2,4,5-trimethyl-2,3,4,5-tetrahydrofuran-3,4-diol (102103-89-9) → (+/-)-citoreoviral (94120-02-2,96745-47-0,97514-85-7,102103-99-1,102104-00-7,110510-67-3,136464-98-7)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 22 ℃;

DOI:10.1016/S0040-4039(00)98828-2

Reference yield: 58.0%

2-(3-hydroxy-2-methyl-propenyl)-2,4,5-trimethyl-tetrahydrofuran-3,4-diol (104486-03-5) → (+)-citreoviral (94120-02-2)

Guidance literature:

With barium permanganate; In benzene; for 3h; Heating;

DOI:10.1002/anie.200454212

upstream raw materials:

(+/-)-(2S^*,3S^*,4S^*,5R^*)-2-<3-hydroxy-2-methyl-1(E)-propenyl>-2,4,5-trimethyl-2,3,4,5-tetrahydrofuran-3,4-diol

(+/-)-(3R^*,4R^*)-4-(benzyloxy)-3-methyl-1-penten-3-ol

(2S,4R,5S)-2-((S)-1-Iodo-ethyl)-4-(2-methoxy-ethoxymethoxy)-2,4,5-trimethyl-dihydro-furan-3-one

(+/-)-(3R^*,4R^*)-4-(benzyloxy)-3-<(2-methoxyethoxy)methoxy>-3-methyl-1-pentene

Downstream raw materials:

(-)-citreoviridin

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