dibenzyl (2R,3R)-2-O-benzyl-3-O-<(trifluoromethyl)sulfonyl>tartrate

Base Information

• Chemical Name: dibenzyl (2R,3R)-2-O-benzyl-3-O-<(trifluoromethyl)sulfonyl>tartrate
• CAS No.: 103710-71-0
• Molecular Formula: C₂₆H₂₃F₃O₈S
• Molecular Weight: 552.525
• Mol file: 103710-71-0.mol

Synonyms:dibenzyl (2R,3R)-2-O-benzyl-3-O-<(trifluoromethyl)sulfonyl>tartrate

Chemical Property of dibenzyl (2R,3R)-2-O-benzyl-3-O-<(trifluoromethyl)sulfonyl>tartrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dibenzyl (2R,3R)-2-O-benzyl-3-O-<(trifluoromethyl)sulfonyl>tartrate

There total 5 articles about dibenzyl (2R,3R)-2-O-benzyl-3-O-<(trifluoromethyl)sulfonyl>tartrate 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: 87.0%

trifluoromethylsulfonic anhydride (358-23-6) + Dibenzyl (2R,3R)-2-O-Benzyltartrate (103710-70-9) → dibenzyl (2R,3R)-2-O-benzyl-3-O-<(trifluoromethyl)sulfonyl>tartrate (103710-71-0)

Guidance literature:

With pyridine; In dichloromethane; at -20 ℃; for 1.5h;

DOI:10.1021/jo00373a034

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → dibenzyl (2R,3R)-2-O-benzyl-3-O-<(trifluoromethyl)sulfonyl>tartrate (103710-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1: TsOH / toluene / 48 h / Heating

2: 1) NaH / 1) DMF, 0 deg C, 90 min, 2) rt, 16 h

3: 2,6-lutidine / CH₂Cl₂ / -78 °C

With 2,6-dimethylpyridine; sodium hydride; toluene-4-sulfonic acid; In dichloromethane; toluene;

DOI:10.1055/s-1990-27015

Reference yield:

dibenzyl (2R,3R)-2,3-dihydroxybutanedioate (622-00-4) → dibenzyl (2R,3R)-2-O-benzyl-3-O-<(trifluoromethyl)sulfonyl>tartrate (103710-71-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / trifluoromethanesulfonic acid / cyclohexane; CH₂Cl₂ / 12 h / Ambient temperature

2: 87 percent / pyridine / CH₂Cl₂ / 1.5 h / -20 °C

With pyridine; trifluorormethanesulfonic acid; In dichloromethane; cyclohexane;

DOI:10.1021/jo00373a034

upstream raw materials:

trifluoromethylsulfonic anhydride

Dibenzyl (2R,3R)-2-O-Benzyltartrate

O-benzyl 2,2,2-trichloroacetimidate

dibenzyl (2R,3R)-2,3-dihydroxybutanedioate

Downstream raw materials:

O⁴-Benzyl Hydrogen (2S,3R)-N-(tert-butoxycarbonyl)-3-benzyloxyaspartate

dibenzyl L-erythro-β-(benzyloxy)aspartate

O⁴-Benzyl Hydrogen (2S,3R)-3-Benzyloxyaspartate

dibenzyl (2S,3R)-2-azido-3-(benzyloxy)succinate