methyl 1-<<1,3(R)-bis(benzyloxy)-4-fluoro-2(R)-butoxy>methyl>-1,2,4-triazole-3-carboxylate

Base Information

• Chemical Name: methyl 1-<<1,3(R)-bis(benzyloxy)-4-fluoro-2(R)-butoxy>methyl>-1,2,4-triazole-3-carboxylate
• CAS No.: 123903-65-1
• Molecular Formula: C₂₃H₂₆FN₃O₅
• Molecular Weight: 443.475
• Mol file: 123903-65-1.mol

Synonyms:methyl 1-<<1,3(R)-bis(benzyloxy)-4-fluoro-2(R)-butoxy>methyl>-1,2,4-triazole-3-carboxylate

Chemical Property of methyl 1-<<1,3(R)-bis(benzyloxy)-4-fluoro-2(R)-butoxy>methyl>-1,2,4-triazole-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-<<1,3(R)-bis(benzyloxy)-4-fluoro-2(R)-butoxy>methyl>-1,2,4-triazole-3-carboxylate

There total 5 articles about methyl 1-<<1,3(R)-bis(benzyloxy)-4-fluoro-2(R)-butoxy>methyl>-1,2,4-triazole-3-carboxylate 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:

(R,R)-3-(benzyloxy)-1,2-epoxy-4-fluorobutane (123903-55-9) → methyl 1-<<1,3(R)-bis(benzyloxy)-4-fluoro-2(R)-butoxy>methyl>-1,2,4-triazole-3-carboxylate (123903-65-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 82.4 percent / aq. NaOH / 2-methyl-propan-2-ol / 3 h / 90 °C

2: 88.2 percent / HCl / CH₂Cl₂ / ice-bath temp.

3: 1.) ammonium sulfate, hexamethyldisilazane 2.) tetrabutylammonium iodide / 1.) reflux, overnight, 2.) a) acetonitrile, reflux, 4.5 h, b) room temp., 3 d

With hydrogenchloride; sodium hydroxide; ammonium sulfate; tetra-(n-butyl)ammonium iodide; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; tert-butyl alcohol;

DOI:10.1021/jm00164a035

Reference yield:

(R,R)-3-O-benzyl-4-fluoro-1,2,3-butanetriol (123903-54-8) → methyl 1-<<1,3(R)-bis(benzyloxy)-4-fluoro-2(R)-butoxy>methyl>-1,2,4-triazole-3-carboxylate (123903-65-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 77.7 percent / diisopropyl diazodicarboxylate, triphenylphosphine / benzene

2: 82.4 percent / aq. NaOH / 2-methyl-propan-2-ol / 3 h / 90 °C

3: 88.2 percent / HCl / CH₂Cl₂ / ice-bath temp.

4: 1.) ammonium sulfate, hexamethyldisilazane 2.) tetrabutylammonium iodide / 1.) reflux, overnight, 2.) a) acetonitrile, reflux, 4.5 h, b) room temp., 3 d

With hydrogenchloride; sodium hydroxide; ammonium sulfate; di-isopropyl azodicarboxylate; tetra-(n-butyl)ammonium iodide; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; tert-butyl alcohol; benzene;

DOI:10.1021/jm00164a035

Reference yield:

(R,R)-3-O-benzyl-4-fluoro-1,2-O-isopropylidene-1,2,3-butanetriol (123903-53-7) → methyl 1-<<1,3(R)-bis(benzyloxy)-4-fluoro-2(R)-butoxy>methyl>-1,2,4-triazole-3-carboxylate (123903-65-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / conc. HCl, Amberlite IR-120 resin / H₂O; ethanol / 16 h / Ambient temperature

2: 77.7 percent / diisopropyl diazodicarboxylate, triphenylphosphine / benzene

3: 82.4 percent / aq. NaOH / 2-methyl-propan-2-ol / 3 h / 90 °C

4: 88.2 percent / HCl / CH₂Cl₂ / ice-bath temp.

5: 1.) ammonium sulfate, hexamethyldisilazane 2.) tetrabutylammonium iodide / 1.) reflux, overnight, 2.) a) acetonitrile, reflux, 4.5 h, b) room temp., 3 d

With hydrogenchloride; sodium hydroxide; ammonium sulfate; di-isopropyl azodicarboxylate; Amberlite IR-120 resin; tetra-(n-butyl)ammonium iodide; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; In ethanol; dichloromethane; water; tert-butyl alcohol; benzene;

DOI:10.1021/jm00164a035

upstream raw materials:

(R,R)-2-(chloromethoxy)-1,3-bis(benzyloxy)-4-fluorobutane

methyl 1H-1,2,4-triazole-3-carboxylate

(R,R)-3-(benzyloxy)-1,2-epoxy-4-fluorobutane

(R,R)-3-O-benzyl-4-fluoro-1,2,3-butanetriol

Downstream raw materials:

1-<<1,3(R)-bis(benzyloxy)-4-fluoro-2(R)-butoxy>methyl>-1,2,4-triazole-3-carboxamide