[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5R)-5-(4-carbamoyl-1,3-thiazol-2-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl methanediylbis[hydrogen (phosphonate)] (non-preferred name)

Base Information

• Chemical Name: [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5R)-5-(4-carbamoyl-1,3-thiazol-2-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl methanediylbis[hydrogen (phosphonate)] (non-preferred name)
• CAS No.: 102977-57-1
• Molecular Formula: C₂₀H₂₇N₇O₁₃P₂S
• Molecular Weight: 667.487
• Mol file: 102977-57-1.mol

Synonyms:

Chemical Property of [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5R)-5-(4-carbamoyl-1,3-thiazol-2-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl methanediylbis[hydrogen (phosphonate)] (non-preferred name)

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1124.9°C at 760 mmHg
• Flash Point: 634.1°C
• Density: 2.29g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5R)-5-(4-carbamoyl-1,3-thiazol-2-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl methanediylbis[hydrogen (phosphonate)] (non-preferred name)

There total 8 articles about [(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl [(2R,3S,4R,5R)-5-(4-carbamoyl-1,3-thiazol-2-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl methanediylbis[hydrogen (phosphonate)] (non-preferred name) 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: 97.0%

C26H35N7O13P2S → adenosine 5'- 5'<*>5'-ester with 2-β-D-ribofuranosyl-4-thiazolecarboxamide (102977-57-1)

Guidance literature:

With Dowex 50; hydrogen cation;

DOI:10.1021/ja964058i

Reference yield: 91.0%

P1-(2',3'-O-isopropylideneadenosin-5'-yl)-P2-(2',3'-O-isopropylidenetiazofurin-5'-yl)methylenebis(phosphonate) bistriethylammonium salt → adenosine 5'- 5'<*>5'-ester with 2-β-D-ribofuranosyl-4-thiazolecarboxamide (102977-57-1)

Guidance literature:

With Dowex 50-X₈; water; hydrogen cation;

DOI:10.1021/jm960641y

Reference yield:

2-(2',3'-O-isopropylidene-β-D-ribofuranosyl)thiazole-4-carboxamide (60084-11-9) → adenosine 5'- 5'<*>5'-ester with 2-β-D-ribofuranosyl-4-thiazolecarboxamide (102977-57-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) pyridine, dicyclohexylcarbodiimide / 1.) RT, 20 h, 2.) 65 deg C, 2 d

2: 91 percent / H₂O, Dowex 50-X₈/H⁺

With pyridine; Dowex 50-X₈; water; hydrogen cation; dicyclohexyl-carbodiimide;

DOI:10.1021/jm960641y

upstream raw materials:

2-(2',3'-O-isopropylidene-β-D-ribofuranosyl)thiazole-4-carboxamide

adenosine 5'-(α,β-methylene)diphosphate

P¹,P²,P³,P⁴-bismethylene-P¹,P⁴-di(2',3'-O-isopropylideneadenosine) tetraphosphonate

O^5'-(dihydroxyphosphorylmethyl-hydroxy-phosphinoyl)-adenosine