8-Benzyloxy-2'-deoxy-D-guanosine

Base Information

• Chemical Name: 8-Benzyloxy-2'-deoxy-D-guanosine
• CAS No.: 96964-90-8
• Molecular Formula: C17H19 N5 O5
• Molecular Weight: 373.368
• Mol file: 96964-90-8.mol

Synonyms:8-Benzyloxy-2’-deoxy-D-guanosine

Chemical Property of 8-Benzyloxy-2'-deoxy-D-guanosine

Chemical Property:

• Melting Point: 175-177°C
• Refractive Index: 1.772
• PKA: 9.30±0.20(Predicted)
• PSA: 148.51000
• Density: 1.708g/cm³
• LogP: 0.50270

Purity/Quality:

97% ^*data from raw suppliers

8-Benzyloxy-2’-deoxyguanosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 8-Benzyloxy-2'-deoxy-D-guanosine

There total 5 articles about 8-Benzyloxy-2'-deoxy-D-guanosine 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: 80.0%

8-bromo-2'-deoxyguanosine (13389-03-2) + benzyl alcohol (100-51-6,185532-71-2) → 8-(benzyloxy)-2'-deoxyguanosine (96964-90-8)

Guidance literature:

benzyl alcohol; With sodium; at 20 ℃; for 3h;

8-bromo-2'-deoxyguanosine; In dimethyl sulfoxide; at 65 ℃; for 16h;

DOI:10.1016/S0960-894X(00)00310-3

Reference yield: 80.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + 8-bromo-2'-deoxyguanosine (13389-03-2) → 8-(benzyloxy)-2'-deoxyguanosine (96964-90-8)

Guidance literature:

With sodium; benzyl alcohol; at 65 ℃; for 16h;

DOI:10.1080/15257779908041545

Reference yield: 45.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + 8-bromo-2'-deoxyguanosine (13389-03-2) + benzyl alcohol (100-51-6,185532-71-2) → 8-(benzyloxy)-2'-deoxyguanosine (96964-90-8) + 8-dimsyl-2'-deoxyguanosine

Guidance literature:

With sodium; at 65 ℃; for 16h;

DOI:10.1080/15257779908041545

upstream raw materials:

8-bromo-2'-deoxyguanosine

benzyl alcohol

sodium phenyl-methanolate

dimethyl sulfoxide

Downstream raw materials:

7,8-dihydro-8-oxo-2'-deoxyguanosine

2-Amino-8-benzyloxy-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1,9-dihydro-purin-6-one

2'-deoxy-7,8-dihydro-8-oxoguanosine-5'-triphosphate

7,8-dihydro-8-oxo-2'-deoxyguanosine

Refernces

• 1、 Kannan, Arunkumar,Burrows, Cynthia J.. "Synthesis of N 2-Alkyl-8-oxo-7,8-dihydro-2′-deoxyguanosine derivatives and effects of these modifications on RNA duplex stability". supporting information; experimental part. p. 720 - 723. Retrieved 2011/03/20.
• 2、 -. "Methods of screening for nucleoside analogs that are incorporated by HIV reverse transcriptase and cause incorrect base pairing". . . Retrieved 2008/06/13.