(2r,3s,3As,11ar)-7-amino-2-(hydroxymethyl)-2,3,3a,4,5,11a-hexahydrofuro[3',2':5,6]pyrido[1,2-e]purin-3-ol

Base Information

Chemical Name:(2r,3s,3As,11ar)-7-amino-2-(hydroxymethyl)-2,3,3a,4,5,11a-hexahydrofuro[3',2':5,6]pyrido[1,2-e]purin-3-ol
CAS No.:99901-16-3
Molecular Formula:C₁₂H₁₅N₅O₃
Molecular Weight:277.283
Hs Code.:
DSSTox Substance ID:DTXSID90912401
Wikidata:Q82882650

Synonyms:2'-deoxy-8,2'-ethano-cycloadenosine;8,2'-ethano-cyclo-2'-deoxyadenosine;8,2-ECDA

Suppliers and Price of (2r,3s,3As,11ar)-7-amino-2-(hydroxymethyl)-2,3,3a,4,5,11a-hexahydrofuro[3',2':5,6]pyrido[1,2-e]purin-3-ol

Supply Marketing:

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

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Chemical Property of (2r,3s,3As,11ar)-7-amino-2-(hydroxymethyl)-2,3,3a,4,5,11a-hexahydrofuro[3',2':5,6]pyrido[1,2-e]purin-3-ol

Chemical Property:

Boiling Point:677.1°Cat760mmHg
Flash Point:363.3°C
PSA：119.31000
Density:2.06g/cm³
LogP:-0.19730
XLogP3:-0.6
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:1
Exact Mass:277.11748936
Heavy Atom Count:20
Complexity:386

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC2=NC3=C(N=CN=C3N2C4C1C(C(O4)CO)O)N
Isomeric SMILES:C1CC2=NC3=C(N=CN=C3N2[C@H]4[C@@H]1[C@@H]([C@H](O4)CO)O)N

Technology Process of (2r,3s,3As,11ar)-7-amino-2-(hydroxymethyl)-2,3,3a,4,5,11a-hexahydrofuro[3',2':5,6]pyrido[1,2-e]purin-3-ol

There total 12 articles about (2r,3s,3As,11ar)-7-amino-2-(hydroxymethyl)-2,3,3a,4,5,11a-hexahydrofuro[3',2':5,6]pyrido[1,2-e]purin-3-ol 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:

: 69304-45-6
3',5'-O-(1,1,3,3-tetra-isopropyldisiloxane-1,3-diyl)adenosine

: 99901-16-3
2'-deoxy-8,2'-ethanoadenosine

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) DMSO, (COCl)2; 2.) Et₃N / 1.) CH₂Cl₂, -60 - -70 deg C; 30 min; 2.) CH₂Cl₂, THF, 30 min; 3.) r.t., 1.5 h

2: 74 percent / CH₂Cl₂ / 30 h / Ambient temperature

3: NaBH₄ / ethanol / 6 h

4: 1.) pyridine, 4 h, 0 deg C; 2.) 0 deg C, overnight

5: 37 percent / LiI / butan-2-one / 0.67 h / Heating

6: 27 percent / AIBN, n-Bu₃SnH / benzene / 2.17 h / Heating

7: 83 percent / 5 percent Pd-carbon / toluene / 55 h / Heating

8: 1.) conc. NH₄OH; 2.) n-Bu₄NF / 1.) dioxane, r.t., overnight; 2.) THF, 1 h, r.t.

With ammonium hydroxide; sodium tetrahydroborate; palladium on activated charcoal; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; lithium iodide; In ethanol; dichloromethane; toluene; butanone; benzene;
DOI:10.1248/cpb.34.15

Reference yield:

: 90318-44-8
9-(3,5-O-(tetraisopropylsiloxanediyl)-β-D-erythro-pentofuran-2-ulosyl)adenine

: 99901-16-3
2'-deoxy-8,2'-ethanoadenosine

Guidance literature:: Multi-step reaction with 7 steps

1: 74 percent / CH₂Cl₂ / 30 h / Ambient temperature

2: NaBH₄ / ethanol / 6 h

3: 1.) pyridine, 4 h, 0 deg C; 2.) 0 deg C, overnight

4: 37 percent / LiI / butan-2-one / 0.67 h / Heating

5: 27 percent / AIBN, n-Bu₃SnH / benzene / 2.17 h / Heating

6: 83 percent / 5 percent Pd-carbon / toluene / 55 h / Heating

7: 1.) conc. NH₄OH; 2.) n-Bu₄NF / 1.) dioxane, r.t., overnight; 2.) THF, 1 h, r.t.

With ammonium hydroxide; sodium tetrahydroborate; palladium on activated charcoal; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; lithium iodide; In ethanol; dichloromethane; toluene; butanone; benzene;
DOI:10.1248/cpb.34.15

Reference yield:

: 100034-58-0
3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-ethoxycarbonylmethylideneadenosine

: 99901-16-3
2'-deoxy-8,2'-ethanoadenosine

Guidance literature:: Multi-step reaction with 6 steps

1: NaBH₄ / ethanol / 6 h

2: 1.) pyridine, 4 h, 0 deg C; 2.) 0 deg C, overnight

3: 37 percent / LiI / butan-2-one / 0.67 h / Heating

4: 27 percent / AIBN, n-Bu₃SnH / benzene / 2.17 h / Heating

5: 83 percent / 5 percent Pd-carbon / toluene / 55 h / Heating

6: 1.) conc. NH₄OH; 2.) n-Bu₄NF / 1.) dioxane, r.t., overnight; 2.) THF, 1 h, r.t.

With ammonium hydroxide; sodium tetrahydroborate; palladium on activated charcoal; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; lithium iodide; In ethanol; toluene; butanone; benzene;
DOI:10.1248/cpb.34.15