Phyllanthastatin 5

Base Information

• Chemical Name: Phyllanthastatin 5
• CAS No.: 82209-93-6
• Molecular Formula: C40H52O17
• Molecular Weight: 804.843
• NSC Number: 332596
• ChEMBL ID: CHEMBL1989132

Synonyms:Phyllanthastatin 1;NSC332596;Phyllanthastatin 5;CHEMBL1989132;82209-93-6;NSC-332596;B680433K349

Chemical Property of Phyllanthastatin 5

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 17
• Rotatable Bond Count: 13
• Exact Mass: 804.32045019
• Heavy Atom Count: 57
• Complexity: 1520

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1COC2(CC1OC(=O)C=CC3=CC=CC=C3)C4(CO4)C5CCC(CC5O2)C(=O)OC6C(C(C(C(O6)C)OC(=O)C)O)OC7C(C(C(C(O7)C)O)OC(=O)C)O
• Isomeric SMILES: CC1COC2(CC1OC(=O)/C=C/C3=CC=CC=C3)C4(CO4)C5CCC(CC5O2)C(=O)OC6C(C(C(C(O6)C)OC(=O)C)O)OC7C(C(C(C(O7)C)O)OC(=O)C)O

Technology Process of Phyllanthastatin 5

There total 10 articles about Phyllanthastatin 5 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: 41.0%

C46H49Cl9O20 → (-)-phyllanthostatin-1 (82209-93-6)

Guidance literature:

With hydrazine dithiocarbonate; In tetrahydrofuran;

DOI:10.1039/c39870001026

Reference yield: 27.0%

1-O-phyllanthocinoyl 3-O-(chloroacetyl)-4-O-acetyl-6-deoxy-2-O-(2,4-bis-O-(chloroacetyl)-3-O-acetyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside (114828-04-5) → (-)-phyllanthostatin-1 (82209-93-6)

Guidance literature:

With hydrazine dithiocarbonate; In tetrahydrofuran; for 0.416667h; Ambient temperature;

Reference yield:

Phyllanthoside (63166-73-4) → (+)-phyllanthostatin 2 (81558-18-1) + (+)-phyllanthostatin 1 (82209-93-6) + S3,S3'-dideacetylphyllanthoside + phyllantostatin 4

Guidance literature:

With water; In ethanol; at 25 ℃; for 336h; Further byproducts given;

DOI:10.1021/jo00225a012

upstream raw materials:

Phyllanthoside

1-O-phyllanthocinoyl 3-O-(chloroacetyl)-4-O-acetyl-6-deoxy-2-O-(2,4-bis-O-(chloroacetyl)-3-O-acetyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranoside

Chloro-acetic acid (3R,4S,5R,6R)-2,5-diacetoxy-3-[(2S,3R,4S,5R,6R)-4-acetoxy-3,5-bis-(2-chloro-acetoxy)-6-methyl-tetrahydro-pyran-2-yloxy]-6-methyl-tetrahydro-pyran-4-yl ester

3-O-(chloroacetyl)-4-O-acetyl-6-deoxy-2-O-(2,4-bis-O-(chloroacetyl)-3-O-acetyl-6-deoxy-β-D-glucopyranosyl)-α-D-glucopyranose

Downstream raw materials:

C₄₆H₅₈O₂₀

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