5'-O-<(diisopropylamino)methoxyphosphino>-2',3'-O-(methoxymethylene)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

Base Information

• Chemical Name: 5'-O-<(diisopropylamino)methoxyphosphino>-2',3'-O-(methoxymethylene)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine
• CAS No.: 109606-22-6
• Molecular Formula: C₃₅H₄₄N₇O₉P
• Molecular Weight: 737.75

Synonyms:5'-O-<(diisopropylamino)methoxyphosphino>-2',3'-O-(methoxymethylene)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

Chemical Property of 5'-O-<(diisopropylamino)methoxyphosphino>-2',3'-O-(methoxymethylene)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

Chemical Property:

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Technology Process of 5'-O-<(diisopropylamino)methoxyphosphino>-2',3'-O-(methoxymethylene)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

There total 2 articles about 5'-O-<(diisopropylamino)methoxyphosphino>-2',3'-O-(methoxymethylene)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine 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: 82.0%

2',3'-O-(methoxymethylene)-O6-(diphenylcarbamoyl)-N2-propionylguanosine (97997-71-2) + bis(N,N-diisopropylamino)methoxyphosphine (89437-96-7) → 5'-O-<(diisopropylamino)methoxyphosphino>-2',3'-O-(methoxymethylene)-O6-(diphenylcarbamoyl)-N2-propionylguanosine (109606-22-6)

Guidance literature:

With N,N-diisopropylamine tetrazolide; In acetonitrile; for 1.5h;

DOI:10.1021/jo00238a006

Reference yield:

O6-(diphenylcarbamoyl)-N2-propionylguanosine (90742-13-5) → 5'-O-<(diisopropylamino)methoxyphosphino>-2',3'-O-(methoxymethylene)-O6-(diphenylcarbamoyl)-N2-propionylguanosine (109606-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / toluene-p-sulfonic acid monohydrate / acetonitrile / 0.5 h / Ambient temperature

2: 82 percent / diisopropylammonium tetrazolide / acetonitrile / 1.5 h

With N,N-diisopropylamine tetrazolide; toluene-4-sulfonic acid; In acetonitrile;

DOI:10.1021/jo00238a006

Reference yield:

5'-O-<(diisopropylamino)methoxyphosphino>-2',3'-O-(methoxymethylene)-O6-(diphenylcarbamoyl)-N2-propionylguanosine (109606-22-6) + P-(triethylammonio)-N6-benzoyl-5'-O-adenylyl-3'<*>5'-N4-benzoyl-2',3'-di-O-benzoylcytidine (111772-30-6) → C84H74Br2N14O26P2*C6H15N (111772-31-7)

Guidance literature:

With 1H-tetrazole; iodine; Yield given. Multistep reaction; 1.) acetonitrile, RT, 1 h, 2.) THF, lutidine, H₂O, 5 min;

DOI:10.1021/jo00238a006

upstream raw materials:

2',3'-O-(methoxymethylene)-O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

bis(N,N-diisopropylamino)methoxyphosphine

O⁶-(diphenylcarbamoyl)-N²-propionylguanosine

Downstream raw materials:

C₈₄H₇₄Br₂N₁₄O₂₆P₂*C₆H₁₅N

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