valienol 1-phosphate

Base Information

• Chemical Name: valienol 1-phosphate
• CAS No.: 1264709-36-5
• Molecular Formula: C₇H₁₃O₈P
• Molecular Weight: 256.149
• Mol file: 1264709-36-5.mol

Synonyms:valienol 1-phosphate

Chemical Property of valienol 1-phosphate

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of valienol 1-phosphate

There total 3 articles about valienol 1-phosphate 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: 62.0%

dibenzyl (1S,4R,5S,6R)-4,5,6-tris(benzyloxy)-3-[(benzyloxy)methyl]cyclohex-2-en-1-yl phosphate (1264709-45-6) → valienol 1-phosphate (1264709-36-5)

Guidance literature:

With boron tribromide; In dichloromethane; at -35 ℃; for 0.75h; Inert atmosphere;

DOI:10.1039/c0ob00475h

Reference yield:

(1S,2S,3S,4R)-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3,4-tetrol (213400-35-2) → valienol 1-phosphate (1264709-36-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1H-tetrazole / dichloromethane / 4.67 h / 20 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: boron tribromide / dichloromethane / 0.75 h / -35 °C / Inert atmosphere

With 1H-tetrazole; boron tribromide; In dichloromethane;

DOI:10.1039/c0ob00475h

Reference yield:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) → valienol 1-phosphate (1264709-36-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: trifluoroacetic acid / Inert atmosphere

1.2: Inert atmosphere

2.1: potassium tert-butylate / benzene / Inert atmosphere

3.1: water; mercury dichloride; mercury(II) oxide / acetonitrile / Inert atmosphere

3.2: 0 °C / Inert atmosphere

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / Reflux; Inert atmosphere

5.1: 1H-tetrazole / dichloromethane / 4.67 h / 20 °C / Inert atmosphere

5.2: -78 - 20 °C / Inert atmosphere

6.1: boron tribromide / dichloromethane / 0.75 h / -35 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; 1H-tetrazole; potassium tert-butylate; water; boron tribromide; trifluoroacetic acid; mercury dichloride; mercury(II) oxide; In dichloromethane; acetonitrile; benzene;

DOI:10.1039/c0ob00475h

upstream raw materials:

dibenzyl (1S,4R,5S,6R)-4,5,6-tris(benzyloxy)-3-[(benzyloxy)methyl]cyclohex-2-en-1-yl phosphate

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

(1S,2S,3S,4R)-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3,4-tetrol

Downstream raw materials:

2-amino-6-mercapto-7-methylpurine

β-D-ribofuranosyl-phosphate

GDP-valienol

Refernces