((2R,5S,6R)-5-Hydroxy-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester

Base Information

• Chemical Name: ((2R,5S,6R)-5-Hydroxy-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester
• CAS No.: 174579-35-2
• Molecular Formula: C₃₁H₃₇O₆P
• Molecular Weight: 536.605
• Mol file: 174579-35-2.mol

Synonyms:((2R,5S,6R)-5-Hydroxy-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester

Chemical Property of ((2R,5S,6R)-5-Hydroxy-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2R,5S,6R)-5-Hydroxy-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester

There total 4 articles about ((2R,5S,6R)-5-Hydroxy-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester 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: 46.0%

trityl chloride (76-83-5) + ((5S,6R)-5-Hydroxy-6-hydroxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester → ((2R,5S,6R)-5-Hydroxy-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester (174579-35-2) + ((2S,5S,6R)-5-Hydroxy-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester (174579-34-1)

Guidance literature:

With pyridine; In toluene; for 24h; Ambient temperature;

DOI:10.1021/jm950788+

Reference yield:

triisopropyl phosphite (116-17-6) → ((2R,5S,6R)-5-Hydroxy-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester (174579-35-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / BF₃*Et₂O / toluene / 4 h / 100 °C

2: NH₃ / methanol / 6 h / Ambient temperature

3: 39 percent / pyridine / toluene / 24 h / Ambient temperature

With pyridine; boron trifluoride diethyl etherate; ammonia; In methanol; toluene;

DOI:10.1021/jm950788+

Reference yield:

Acetic acid (2R,3S)-2-acetoxymethyl-6-(diisopropoxy-phosphoryl)-3,6-dihydro-2H-pyran-3-yl ester → ((2R,5S,6R)-5-Hydroxy-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl)-phosphonic acid diisopropyl ester (174579-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / methanol / 6 h / Ambient temperature

2: 39 percent / pyridine / toluene / 24 h / Ambient temperature

With pyridine; ammonia; In methanol; toluene;

DOI:10.1021/jm950788+

upstream raw materials:

trityl chloride

triisopropyl phosphite

D-glucal triacetate

Downstream raw materials:

[(2R,5R,6S)-5-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl]-phosphonic acid diisopropyl ester

[(2R,5R,6S)-5-(3-Benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl]-phosphonic acid diisopropyl ester

[(2R,5R,6S)-5-(2-Acetylamino-6-diphenylcarbamoyloxy-purin-9-yl)-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl]-phosphonic acid diisopropyl ester

[(2R,5R,6S)-5-(6-Amino-purin-9-yl)-6-trityloxymethyl-5,6-dihydro-2H-pyran-2-yl]-phosphonic acid diisopropyl ester