Benzoic acid (2R,3S,5R)-5-[6-benzoylamino-8-(10-benzyloxycarbonylamino-decylamino)-purin-9-yl]-2-[(2-cyano-ethoxy)-hydroxy-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Benzoic acid (2R,3S,5R)-5-[6-benzoylamino-8-(10-benzyloxycarbonylamino-decylamino)-purin-9-yl]-2-[(2-cyano-ethoxy)-hydroxy-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester
• CAS No.: 115538-88-0
• Molecular Formula: C₄₅H₅₃N₈O₁₀P
• Molecular Weight: 896.937

Synonyms:

Chemical Property of Benzoic acid (2R,3S,5R)-5-[6-benzoylamino-8-(10-benzyloxycarbonylamino-decylamino)-purin-9-yl]-2-[(2-cyano-ethoxy)-hydroxy-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Benzoic acid (2R,3S,5R)-5-[6-benzoylamino-8-(10-benzyloxycarbonylamino-decylamino)-purin-9-yl]-2-[(2-cyano-ethoxy)-hydroxy-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester

There total 10 articles about Benzoic acid (2R,3S,5R)-5-[6-benzoylamino-8-(10-benzyloxycarbonylamino-decylamino)-purin-9-yl]-2-[(2-cyano-ethoxy)-hydroxy-phosphoryloxymethyl]-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:

diaminodecane (646-25-3) → Benzoic acid (2R,3S,5R)-5-[6-benzoylamino-8-(10-benzyloxycarbonylamino-decylamino)-purin-9-yl]-2-[(2-cyano-ethoxy)-hydroxy-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester (115538-88-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 55 percent / ethanol / 24 h / Heating

2: 72 percent / ethanol; H₂O / Ambient temperature

3: pyridine / Ambient temperature

4: 8N NaOH / pyridine; ethanol / 0.5 h / 0 °C

5: 1.85 g / pyridine / 2.5 h / Ambient temperature

6: dimethylamino pyridine / pyridine / 1.5 h / Ambient temperature

7: 2percent benzenesulfonic acid / CH₂Cl₂; methanol / 0.17 h

8: dicyclohexyl carbodiimide / pyridine / 48 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; dicyclohexyl-carbodiimide; benzenesulfonic acid; In pyridine; methanol; ethanol; dichloromethane; water;

DOI:10.1016/S0040-4020(01)81640-9

Reference yield:

8-<10-aminodecyl>-amino-2'-deoxyadenosine (115244-08-1) → Benzoic acid (2R,3S,5R)-5-[6-benzoylamino-8-(10-benzyloxycarbonylamino-decylamino)-purin-9-yl]-2-[(2-cyano-ethoxy)-hydroxy-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester (115538-88-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 72 percent / ethanol; H₂O / Ambient temperature

2: pyridine / Ambient temperature

3: 8N NaOH / pyridine; ethanol / 0.5 h / 0 °C

4: 1.85 g / pyridine / 2.5 h / Ambient temperature

5: dimethylamino pyridine / pyridine / 1.5 h / Ambient temperature

6: 2percent benzenesulfonic acid / CH₂Cl₂; methanol / 0.17 h

7: dicyclohexyl carbodiimide / pyridine / 48 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; dicyclohexyl-carbodiimide; benzenesulfonic acid; In pyridine; methanol; ethanol; dichloromethane; water;

DOI:10.1016/S0040-4020(01)81640-9

Reference yield:

1-(benzyloxycarbonyl)-3-methylimidazolium chloride (24123-12-4) → Benzoic acid (2R,3S,5R)-5-[6-benzoylamino-8-(10-benzyloxycarbonylamino-decylamino)-purin-9-yl]-2-[(2-cyano-ethoxy)-hydroxy-phosphoryloxymethyl]-tetrahydro-furan-3-yl ester (115538-88-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 72 percent / ethanol; H₂O / Ambient temperature

2: pyridine / Ambient temperature

3: 8N NaOH / pyridine; ethanol / 0.5 h / 0 °C

4: 1.85 g / pyridine / 2.5 h / Ambient temperature

5: dimethylamino pyridine / pyridine / 1.5 h / Ambient temperature

6: 2percent benzenesulfonic acid / CH₂Cl₂; methanol / 0.17 h

7: dicyclohexyl carbodiimide / pyridine / 48 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; dicyclohexyl-carbodiimide; benzenesulfonic acid; In pyridine; methanol; ethanol; dichloromethane; water;

DOI:10.1016/S0040-4020(01)81640-9

upstream raw materials:

6-N-benzoyl-8-<10-benzyloxycarbonyl aminodecyl>-3'-O-benzoyl-2'-deoxyadenosine

2-Cyanoethyl phosphate

diaminodecane

8-<10-aminodecyl>-amino-2'-deoxyadenosine

Downstream raw materials:

{10-[6-Amino-9-((2R,4S,5R)-4-hydroxy-5-phosphonooxymethyl-tetrahydro-furan-2-yl)-9H-purin-8-ylamino]-decyl}-carbamic acid benzyl ester

Morpholin-4-yl-phosphonic acid mono-{(2R,3S,5R)-5-[6-amino-8-(10-benzyloxycarbonylamino-decylamino)-purin-9-yl]-3-hydroxy-tetrahydro-furan-2-ylmethyl} ester

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