(1'R,2'S,4'S,5'S)-4-(6-methylamino-2-methylthio-9H-purin-9-yl)-1-[(dibenzylphosphato)methyl]-2-(dibenzyloxyphosphato)-bicyclo[3.1.0]hexane

Base Information

Chemical Name:(1'R,2'S,4'S,5'S)-4-(6-methylamino-2-methylthio-9H-purin-9-yl)-1-[(dibenzylphosphato)methyl]-2-(dibenzyloxyphosphato)-bicyclo[3.1.0]hexane
CAS No.:630103-36-5
Molecular Formula:C₄₂H₄₅N₅O₈P₂S
Molecular Weight:841.862
Hs Code.:

Synonyms:(1'R,2'S,4'S,5'S)-4-(6-methylamino-2-methylthio-9H-purin-9-yl)-1-[(dibenzylphosphato)methyl]-2-(dibenzyloxyphosphato)-bicyclo[3.1.0]hexane

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Chemical Property of (1'R,2'S,4'S,5'S)-4-(6-methylamino-2-methylthio-9H-purin-9-yl)-1-[(dibenzylphosphato)methyl]-2-(dibenzyloxyphosphato)-bicyclo[3.1.0]hexane

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Technology Process of (1'R,2'S,4'S,5'S)-4-(6-methylamino-2-methylthio-9H-purin-9-yl)-1-[(dibenzylphosphato)methyl]-2-(dibenzyloxyphosphato)-bicyclo[3.1.0]hexane

There total 8 articles about (1'R,2'S,4'S,5'S)-4-(6-methylamino-2-methylthio-9H-purin-9-yl)-1-[(dibenzylphosphato)methyl]-2-(dibenzyloxyphosphato)-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: 91.0%

: 74-89-5
methylamine

: 630103-34-3
(1'R,2'S,4'S,5'S)-4-(6-chloro-2-methylthio-9H-purin-9-yl)-1-[(dibenzylphosphato)methyl]-2-(dibenzyloxyphosphato)-bicyclo[3.1.0]hexane

: 630103-36-5
(1'R,2'S,4'S,5'S)-4-(6-methylamino-2-methylthio-9H-purin-9-yl)-1-[(dibenzylphosphato)methyl]-2-(dibenzyloxyphosphato)-bicyclo[3.1.0]hexane

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 2.5h;
DOI:10.1021/jm030127+

Reference yield:

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 630103-36-5
(1'R,2'S,4'S,5'S)-4-(6-methylamino-2-methylthio-9H-purin-9-yl)-1-[(dibenzylphosphato)methyl]-2-(dibenzyloxyphosphato)-bicyclo[3.1.0]hexane

Guidance literature:: Multi-step reaction with 4 steps

1: 1H-tetrazole / tetrahydrofuran / 4.5 h / 20 °C

2: 52 mg / m-chloroperbenzoic acid / CH₂Cl₂ / -78 - 20 °C

3: 64 percent / tert-butyl nitrite / acetonitrile / 5.5 h / 70 °C

4: 91 percent / tetrahydrofuran / 2.5 h / 20 °C

With 1H-tetrazole; tert.-butylnitrite; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jm030127+

Reference yield:

: 10310-21-1
2-Amino-6-chloropurin

: 630103-36-5
(1'R,2'S,4'S,5'S)-4-(6-methylamino-2-methylthio-9H-purin-9-yl)-1-[(dibenzylphosphato)methyl]-2-(dibenzyloxyphosphato)-bicyclo[3.1.0]hexane

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 18.5 h / 20 °C

2: 69 percent / BCl₃ / CH₂Cl₂ / 1 h / -40 °C

3: 1H-tetrazole / tetrahydrofuran / 4.5 h / 20 °C

4: 52 mg / m-chloroperbenzoic acid / CH₂Cl₂ / -78 - 20 °C

5: 64 percent / tert-butyl nitrite / acetonitrile / 5.5 h / 70 °C

6: 91 percent / tetrahydrofuran / 2.5 h / 20 °C

With 1H-tetrazole; tert.-butylnitrite; di-isopropyl azodicarboxylate; boron trichloride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Mitsunobu reaction;
DOI:10.1021/jm030127+