Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[hydroxy-(2-trityloxy-ethylamino)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[hydroxy-(2-trityloxy-ethylamino)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester
• CAS No.: 110545-34-1
• Molecular Formula: C₄₁H₄₆N₈O₁₃P₂
• Molecular Weight: 920.81
• Mol file: 110545-34-1.mol

Synonyms:

Chemical Property of Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[hydroxy-(2-trityloxy-ethylamino)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[hydroxy-(2-trityloxy-ethylamino)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

There total 5 articles about Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[hydroxy-(2-trityloxy-ethylamino)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl 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:

trityl chloride (76-83-5) → Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[hydroxy-(2-trityloxy-ethylamino)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (110545-34-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 2.) hydrazine hydrate / 1.) triethylamine / methylene dichloride

3: 75 percent / aq. NaOH

4: 2.) H₂O

With sodium hydroxide; water; hydrazine hydrate; triethylamine;

DOI:10.1016/S0040-4039(00)85288-0

Reference yield:

2-{[(triphenyl)methyl]oxy}ethylamine (54157-11-8) → Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[hydroxy-(2-trityloxy-ethylamino)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (110545-34-1)

Guidance literature:

Multi-step reaction with 4 steps

2: 75 percent / aq. NaOH

3: 2.) H₂O

With sodium hydroxide; water;

DOI:10.1016/S0040-4039(00)85288-0

Reference yield:

(2-Trityloxy-ethyl)-phosphoramidic acid 2-chloro-phenyl ester (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (109875-67-4) → Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-3-hydroxy-tetrahydro-furan-2-ylmethyl ester (2R,3S,5R)-2-[hydroxy-(2-trityloxy-ethylamino)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester (110545-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) H₂O

With water;

DOI:10.1016/S0040-4039(00)85288-0

upstream raw materials:

Phosphoric acid (2R,3S,5R)-2-[(2-chloro-phenoxy)-(2-trityloxy-ethylamino)-phosphoryloxymethyl]-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 2-chloro-phenyl ester

2-{[(triphenyl)methyl]oxy}ethylamine

trityl chloride

(2-Trityloxy-ethyl)-phosphoramidic acid 2-chloro-phenyl ester (2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

Downstream raw materials:

5'-d(pTpA)-3'