(1R,2S,4S,5S)-1-[(benzyloxy)methyl]-2-benzyloxy-4-(2,6-dichloropurin-9-yl)bicyclo[3.1.0]hexane

Base Information

Chemical Name:(1R,2S,4S,5S)-1-[(benzyloxy)methyl]-2-benzyloxy-4-(2,6-dichloropurin-9-yl)bicyclo[3.1.0]hexane
CAS No.:264610-97-1
Molecular Formula:C₂₆H₂₄Cl₂N₄O₂
Molecular Weight:495.408
Hs Code.:

Synonyms:(1R,2S,4S,5S)-1-[(benzyloxy)methyl]-2-benzyloxy-4-(2,6-dichloropurin-9-yl)bicyclo[3.1.0]hexane

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Chemical Property of (1R,2S,4S,5S)-1-[(benzyloxy)methyl]-2-benzyloxy-4-(2,6-dichloropurin-9-yl)bicyclo[3.1.0]hexane

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Technology Process of (1R,2S,4S,5S)-1-[(benzyloxy)methyl]-2-benzyloxy-4-(2,6-dichloropurin-9-yl)bicyclo[3.1.0]hexane

There total 1 articles about (1R,2S,4S,5S)-1-[(benzyloxy)methyl]-2-benzyloxy-4-(2,6-dichloropurin-9-yl)bicyclo[3.1.0]hexane 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: 69.0%

: 5451-40-1
2,6 dichloropurine

: 259659-49-9
(1S,2R,4S,5R)-4-(phenylmethoxy)-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hexan-2-ol

: 264610-97-1
(1R,2S,4S,5S)-1-[(benzyloxy)methyl]-2-benzyloxy-4-(2,6-dichloropurin-9-yl)bicyclo[3.1.0]hexane

Guidance literature:: With tetrahydrofuran; triphenylphosphine; diethylazodicarboxylate; at 0 - 20 ℃;
DOI:10.1124/mol.62.5.1249

Reference yield: 88.0%

: 74-89-5
methylamine

: 264610-97-1
(1R,2S,4S,5S)-1-[(benzyloxy)methyl]-2-benzyloxy-4-(2,6-dichloropurin-9-yl)bicyclo[3.1.0]hexane

: 264610-98-2
(1R,2S,4S,5S)-1-[(benzyloxy)methyl]-2-benzyloxy-4-(2-chloro-6-methylaminopurin-9-yl)bicyclo[3.1.0]hexane

Guidance literature:: In methanol; at 20 ℃; for 12h;
DOI:10.1021/jm990249v

Reference yield:

: 264610-97-1
(1R,2S,4S,5S)-1-[(benzyloxy)methyl]-2-benzyloxy-4-(2,6-dichloropurin-9-yl)bicyclo[3.1.0]hexane

: 264611-16-7
(N)-methanocarba-N⁶-methyl-2-chloro-2'-deoxyadenosine-3',5'-bis(dibenzyl phosphate)

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / methanol / 12 h / 20 °C

2.1: 39.6 percent / BCl₃ / CH₂Cl₂ / 0.83 h / -78 °C

3.1: LDA / tetrahydrofuran / 0.25 h / -78 °C

3.2: 35 percent / tetrahydrofuran / -78 - 20 °C

With boron trichloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; 1.1: Substitution / 2.1: Debenzylation / 3.1: Metallation / 3.2: Phosphorylation;
DOI:10.1021/jm990249v