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

Base Information

• Chemical Name: 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
• CAS No.: 115244-14-9
• Molecular Formula: C₃₂H₄₉N₈O₈P
• Molecular Weight: 704.764

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 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

There total 12 articles about 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 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) → 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 (115244-14-9)

Guidance literature:

Multi-step reaction with 10 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

9: cc. ammonium hydroxyde / H₂O / 24 h / 60 °C

10: DCC / H₂O; 2-methyl-propan-2-ol / 4 h / Heating

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

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

Reference yield:

8-<10-aminodecyl>-amino-2'-deoxyadenosine (115244-08-1) → 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 (115244-14-9)

Guidance literature:

Multi-step reaction with 9 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

8: cc. ammonium hydroxyde / H₂O / 24 h / 60 °C

9: DCC / H₂O; 2-methyl-propan-2-ol / 4 h / Heating

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

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

Reference yield:

1-(benzyloxycarbonyl)-3-methylimidazolium chloride (24123-12-4) → 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 (115244-14-9)

Guidance literature:

Multi-step reaction with 9 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

8: cc. ammonium hydroxyde / H₂O / 24 h / 60 °C

9: DCC / H₂O; 2-methyl-propan-2-ol / 4 h / Heating

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

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

upstream raw materials:

morpholine

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

diaminodecane

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

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