(1S,4S,5R,6S)-4-(6-amino-9H-purin-9-yl)-5-hydroxy-2,2-bis(hydroxymethyl)-6-(benzyloxy)cyclohexyl benzoate

Base Information

Chemical Name:(1S,4S,5R,6S)-4-(6-amino-9H-purin-9-yl)-5-hydroxy-2,2-bis(hydroxymethyl)-6-(benzyloxy)cyclohexyl benzoate
CAS No.:691371-43-4
Molecular Formula:C₂₇H₂₉N₅O₆
Molecular Weight:519.557
Hs Code.:

Synonyms:(1S,4S,5R,6S)-4-(6-amino-9H-purin-9-yl)-5-hydroxy-2,2-bis(hydroxymethyl)-6-(benzyloxy)cyclohexyl benzoate

Suppliers and Price of (1S,4S,5R,6S)-4-(6-amino-9H-purin-9-yl)-5-hydroxy-2,2-bis(hydroxymethyl)-6-(benzyloxy)cyclohexyl benzoate

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

Total 0 raw suppliers

Chemical Property of (1S,4S,5R,6S)-4-(6-amino-9H-purin-9-yl)-5-hydroxy-2,2-bis(hydroxymethyl)-6-(benzyloxy)cyclohexyl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,4S,5R,6S)-4-(6-amino-9H-purin-9-yl)-5-hydroxy-2,2-bis(hydroxymethyl)-6-(benzyloxy)cyclohexyl benzoate

There total 5 articles about (1S,4S,5R,6S)-4-(6-amino-9H-purin-9-yl)-5-hydroxy-2,2-bis(hydroxymethyl)-6-(benzyloxy)cyclohexyl benzoate 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:

: 66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9
adenine

: 691371-42-3
(3aS,4R,5S,7aR)-4-(benzyloxy)-2,2-dioxo-6,6-bis[(trityloxy)methyl]hexahydro-2λ⁴-1,3,2-benzodioxathiol-5-yl benzoate

: 691371-43-4
(1S,4S,5R,6S)-4-(6-amino-9H-purin-9-yl)-5-hydroxy-2,2-bis(hydroxymethyl)-6-(benzyloxy)cyclohexyl benzoate

: Benzoic acid (1S,4R,5S,6S)-5-(6-amino-purin-9-yl)-6-benzyloxy-4-hydroxy-2,2-bis-hydroxymethyl-cyclohexyl ester

Guidance literature:: adenine; (3aS,4R,5S,7aR)-4-(benzyloxy)-2,2-dioxo-6,6-bis[(trityloxy)methyl]hexahydro-2λ⁴-1,3,2-benzodioxathiol-5-yl benzoate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 125 ℃; for 1h;

With sulfuric acid; In tetrahydrofuran; at 20 ℃;

With trifluoroacetic acid; at 20 ℃; for 0.5h;
DOI:10.1135/cccc20040435

Reference yield:

: 360562-15-8
(1R,2R,3R,4S)-3-(Benzyloxy)-5,5-bis(hydroxymethyl)cyclohexane-1,2,4-triol

: 691371-43-4
(1S,4S,5R,6S)-4-(6-amino-9H-purin-9-yl)-5-hydroxy-2,2-bis(hydroxymethyl)-6-(benzyloxy)cyclohexyl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 77 percent / pyridine / 1 h / 100 °C

2.1: 90 percent / thionyl chloride; Et₃N / diethyl ether / 4 h / -75 - -20 °C

3.1: pyridine / 20 °C

4.1: 4.95 g / aq. potassium periodate; RuCl₃ / CCl₄; acetonitrile / 1 h / 0 - 20 °C

5.1: DBU / dimethylformamide / 1 h / 125 °C

5.2: aq. H₂SO₄ / tetrahydrofuran / 20 °C

5.3: aq. CF₃COOH / 0.5 h / 20 °C

With pyridine; ruthenium trichloride; thionyl chloride; potassium metaperiodate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrachloromethane; diethyl ether; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1135/cccc20040435

Reference yield:

: 691371-41-2
(3aS,4R,5S,7aR)-4-(benzyloxy)-2-oxo-6,6-bis[(trityloxy)methyl]hexahydro-2λ⁴-1,3,2-benzodioxathiol-5-ol

: 691371-43-4
(1S,4S,5R,6S)-4-(6-amino-9H-purin-9-yl)-5-hydroxy-2,2-bis(hydroxymethyl)-6-(benzyloxy)cyclohexyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 20 °C

2.1: 4.95 g / aq. potassium periodate; RuCl₃ / CCl₄; acetonitrile / 1 h / 0 - 20 °C

3.1: DBU / dimethylformamide / 1 h / 125 °C

3.2: aq. H₂SO₄ / tetrahydrofuran / 20 °C

3.3: aq. CF₃COOH / 0.5 h / 20 °C

With pyridine; ruthenium trichloride; potassium metaperiodate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrachloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1135/cccc20040435