(3AS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

Base Information

Chemical Name:(3AS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid
CAS No.:141018-26-0
Molecular Formula:C13H14 I N5 O5
Molecular Weight:0
Hs Code.:
DSSTox Substance ID:DTXSID701119736
Mol file:141018-26-0.mol

Synonyms:DTXSID701119736;(3AS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

Suppliers and Price of (3AS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
2-IodoAdenosine5’-Carboxy-2’,3’-acetonide
5mg
$ 85.00

Biosynth Carbosynth
5'-Carboxy-2-iodo-2',3'-O-isopropylideneadenosine
25 mg
$ 262.50

Biosynth Carbosynth
5'-Carboxy-2-iodo-2',3'-O-isopropylideneadenosine
10 mg
$ 168.00

Biosynth Carbosynth
5'-Carboxy-2-iodo-2',3'-O-isopropylideneadenosine
5 mg
$ 89.30

American Custom Chemicals Corporation
2-IODO ADENOSINE-5'-CARBOXY-2',3'-ACETONIDE 95.00%
5MG
$ 496.95

Total 3 raw suppliers

Chemical Property of (3AS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

Chemical Property:

PSA：140.56000
LogP:-0.92860
XLogP3:0
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:2
Exact Mass:447.00397
Heavy Atom Count:24
Complexity:539

Purity/Quality:

97% ^*data from raw suppliers

2-IodoAdenosine5’-Carboxy-2’,3’-acetonide ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(OC2C(O1)C(OC2C(=O)O)N3C=NC4=C(N=C(N=C43)I)N)C
Isomeric SMILES:CC1(O[C@H]2[C@@H](O1)[C@@H](O[C@@H]2C(=O)O)N3C=NC4=C(N=C(N=C43)I)N)C
Uses 5'-Carboxy-2-iodo-2',3'-O-isopropylidene-D-adenosine can be used for preparing 2-alkynyl-adenosine nucleosides as potential adenosine receptor agonists.

Technology Process of (3AS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

There total 6 articles about (3AS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid 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: 95.0%

: 141018-25-9
(3aR,4R,6R,6aR)-(6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

: 141018-26-0
(3aS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 0 - 20 ℃; for 22.5h;

Reference yield:

: 35109-88-7
2-iodoadenosine

: 141018-26-0
(3aS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / 4 h / Ambient temperature

2: NaIO₄, Ru₂O / acetonitrile; CHCl₃; H₂O / Ambient temperature

With sodium periodate; In chloroform; water; acetonitrile;
DOI:10.1021/jm00093a022

Reference yield:

: 118-00-3
G

: 141018-26-0
(3aS,4S,6R,6aR)-6-(6-amino-2-iodo-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / N,N-dimethyl-formamide / 4.15 h / 75 °C

2: tetramethlyammonium chloride; N,N-dimethyl-aniline; trichlorophosphate / acetonitrile / 16.75 h / Cooling

3: tert.-butylnitrite; diiodomethane / acetonitrile / 4.5 h / 80 °C

4: ammonia / -78 °C

5: toluene-4-sulfonic acid / acetone / 4 h / 20 °C / Inert atmosphere

6: potassium hydroxide; potassium permanganate / water / 20 °C / Darkness

With pyridine; potassium permanganate; tert.-butylnitrite; diiodomethane; ammonia; tetramethlyammonium chloride; toluene-4-sulfonic acid; N,N-dimethyl-aniline; potassium hydroxide; trichlorophosphate; In water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/j.tetlet.2017.09.041