Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl ester

Base Information

• Chemical Name: Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl ester
• CAS No.: 212714-83-5
• Molecular Formula: C₂₆H₃₇N₄O₇P
• Molecular Weight: 548.576
• Mol file: 212714-83-5.mol

Synonyms:Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl ester

Chemical Property of Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl ester

There total 1 articles about Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl 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: 78.0%

N,N-diisopropylmethylphosphonamidic chloride (86030-43-5) + 4-N-benzoyl-2',3'-O-isopropylidenecytidine (39946-94-6,98807-30-8) → Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl ester (212714-83-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.2h; Ambient temperature;

DOI:10.1006/bioo.1998.1082

Reference yield:

Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl ester (212714-83-5) → (S)-5-{[(2R,3S,4R,5R)-5-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-methoxy-phosphoryloxy}-4-benzyloxycarbonylamino-pentanoic acid benzyl ester (212714-90-4)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrazole / acetonitrile / 5 h / Ambient temperature

2: aq. I₂ / pyridine; tetrahydrofuran

3: 96 percent / 90 percent aq. trifluoroacetic acid / 0.17 h / Ambient temperature

With 1H-tetrazole; iodine; trifluoroacetic acid; In tetrahydrofuran; pyridine; acetonitrile;

DOI:10.1006/bioo.1998.1082

Reference yield:

Diisopropyl-phosphoramidous acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester methyl ester (212714-83-5) → (S)-5-{[(3aR,4R,6R,6aR)-6-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-4-benzyloxycarbonylamino-pentanoic acid benzyl ester (212714-86-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrazole / acetonitrile / 5 h / Ambient temperature

2: aq. I₂ / pyridine; tetrahydrofuran

With 1H-tetrazole; iodine; In tetrahydrofuran; pyridine; acetonitrile;

DOI:10.1006/bioo.1998.1082

upstream raw materials:

N,N-diisopropylmethylphosphonamidic chloride

4-N-benzoyl-2',3'-O-isopropylidenecytidine

Downstream raw materials:

(S)-5-{[(2R,3S,4R,5R)-5-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethoxy]-methoxy-phosphoryloxy}-4-benzyloxycarbonylamino-pentanoic acid benzyl ester

(S)-5-{[(3aR,4R,6R,6aR)-6-(4-Benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-methoxy-phosphoryloxy}-4-benzyloxycarbonylamino-pentanoic acid benzyl ester