tri-O-acetyl-(-)-deoxyvalidatol

Base Information

• Chemical Name: tri-O-acetyl-(-)-deoxyvalidatol
• CAS No.: 74024-02-5
• Molecular Formula: C₁₃H₂₀O₆
• Molecular Weight: 272.298
• Mol file: 74024-02-5.mol

Synonyms:

Chemical Property of tri-O-acetyl-(-)-deoxyvalidatol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tri-O-acetyl-(-)-deoxyvalidatol

There total 4 articles about tri-O-acetyl-(-)-deoxyvalidatol 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: 56.0%

Acetic acid (1R,2S,6R)-2,6-diacetoxy-5-methylene-cyclohex-3-enyl ester (102490-44-8) → tri-O-acetyl-(-)-deoxyvalidatol (74024-02-5,74080-35-6,102490-48-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; under 2500.7 Torr; Ambient temperature;

DOI:10.1246/bcsj.58.3387

Reference yield:

(1R)-(-)-1,2,3-tri-O-acetyl-(1,3/2,4,6)-4-bromo-6-bromomethyl-1,2,3-cyclohexanetriol (97747-51-8) → tri-O-acetyl-(-)-deoxyvalidatol (74024-02-5,74080-35-6,102490-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 574 mg / DBU / toluene

2: 56 percent / H₂ / PtO₂ / ethyl acetate / 2500.7 Torr / Ambient temperature

With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; platinum(IV) oxide; In ethyl acetate; toluene;

DOI:10.1246/bcsj.58.3387

Reference yield:

(2R)-(+)-2,3,4-tri-O-acetyl-1,7-anhydro-(1,2,4/3)-1-C-hydroxymethyl-5-cyclohexene-1,2,3,4-tetrol → tri-O-acetyl-(-)-deoxyvalidatol (74024-02-5,74080-35-6,102490-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / conc. hydrochloric acid / tetrahydrofuran

With hydrogenchloride; In tetrahydrofuran;

DOI:10.1246/bcsj.58.3387

upstream raw materials:

acetic anhydride

Acetic acid (1R,2S,6R)-2,6-diacetoxy-5-methylene-cyclohex-3-enyl ester

(1R)-(-)-1,2,3-tri-O-acetyl-(1,3/2,4,6)-4-bromo-6-bromomethyl-1,2,3-cyclohexanetriol