8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-(dianilinophosphoryl)-2',3'-di-O-acetylinosine

Base Information

• Chemical Name: 8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-(dianilinophosphoryl)-2',3'-di-O-acetylinosine
• CAS No.: 478044-21-2
• Molecular Formula: C₃₈H₃₈BrN₆O₁₁P
• Molecular Weight: 865.631
• Mol file: 478044-21-2.mol

Synonyms:8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-(dianilinophosphoryl)-2',3'-di-O-acetylinosine

Chemical Property of 8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-(dianilinophosphoryl)-2',3'-di-O-acetylinosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-(dianilinophosphoryl)-2',3'-di-O-acetylinosine

There total 1 articles about 8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-(dianilinophosphoryl)-2',3'-di-O-acetylinosine 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: 89.0%

N,N'-diphenylphosphorodiamidic chloride (5625-99-0) + 8-bromo-N1-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-2',3'-di-O-acetylinosine (478044-20-1) → 8-bromo-N1-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-(dianilinophosphoryl)-2',3'-di-O-acetylinosine (478044-21-2)

Guidance literature:

With pyridine; 1H-tetrazole; at 20 ℃; for 48h;

DOI:10.1021/jm010530l

Reference yield: 73.7%

8-bromo-N1-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-(dianilinophosphoryl)-2',3'-di-O-acetylinosine (478044-21-2) → 8-bromo-N1-(1'',4''-anhydro-2''-deoxy-L-lyxitol-2''-yl)-5'-O-dianilinophosphoryl-2',3'-di-O-acetylinosine (478044-22-3)

Guidance literature:

With 80percent aq. HOAc; at 70 ℃; for 4h;

DOI:10.1021/jm010530l

Reference yield:

8-bromo-N1-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-(dianilinophosphoryl)-2',3'-di-O-acetylinosine (478044-21-2) → 8-bromo-N1-[5''-O-(phenylthio)phosphoryl-2''-deoxy-3''-O-acetyl-L-lyxitol-2''-yl]-5'-O-phosphoryl-2',3'-di-O-acetylinosine

Guidance literature:

Multi-step reaction with 6 steps

1.1: 73.7 percent / 80percent aq. HOAc / 4 h / 70 °C

2.1: pyridine / 48 h / 20 °C

3.1: 406 mg / pyridine / 20 °C

4.1: 66.8 percent / 5percent aq. Cl₃CCOOH / 0.5 h

5.1: 95 percent / tetrazole; pyridine; triisopropylbenzenesulfonyl chloride / 72 h

6.1: isoamylnitrite; AcOH; Ac₂O / pyridine / 8 h / 20 °C

6.2: pyridine; H₃PO₂; Et₃N / 11 h / 20 °C

With pyridine; 1H-tetrazole; triisopropylbenzenesulfonyl chloride; acetic anhydride; acetic acid; isopentyl nitrite; In pyridine;

DOI:10.1021/jm010530l

upstream raw materials:

N,N'-diphenylphosphorodiamidic chloride

8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-2',3'-di-O-acetylinosine

Downstream raw materials:

8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-L-lyxitol-2''-yl)-5'-O-dianilinophosphoryl-2',3'-di-O-acetylinosine

8-bromo-N¹-(1'',4''-anhydro-3''-O-acetyl-2''-deoxy-L-lyxitol-2''-yl)-5'-O-dianilinophosphoryl-2',3'-di-O-acetylinosine

8-bromo-N¹-(1'',4''-anhydro-5''-O-[bis-(phenylthio)phosphoryl]-3''-O-acetyl-2''-deoxy-L-lyxitol-2''-yl)-5'-O-dianilinophosphoryl-2',3'-di-O-acetylinosine

8-bromo-N¹-(5''-O-(monomethoxytrityl)-1'',4''-anhydro-3''-O-acetyl-2''-deoxy-L-lyxitol-2''-yl)-5'-O-dianilinophosphoryl-2',3'-di-O-acetylinosine