(2S,3R,4R,5R)-5-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-3,4-dihydroxy-4-methyl-tetrahydro-furan-2-carboxylic acid methylamide

Base Information

Chemical Name:(2S,3R,4R,5R)-5-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-3,4-dihydroxy-4-methyl-tetrahydro-furan-2-carboxylic acid methylamide
CAS No.:849241-98-1
Molecular Formula:C₁₉H₂₀ClIN₆O₄
Molecular Weight:558.763
Hs Code.:

Synonyms:(2S,3R,4R,5R)-5-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-3,4-dihydroxy-4-methyl-tetrahydro-furan-2-carboxylic acid methylamide

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Chemical Property of (2S,3R,4R,5R)-5-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-3,4-dihydroxy-4-methyl-tetrahydro-furan-2-carboxylic acid methylamide

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Technology Process of (2S,3R,4R,5R)-5-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-3,4-dihydroxy-4-methyl-tetrahydro-furan-2-carboxylic acid methylamide

There total 8 articles about (2S,3R,4R,5R)-5-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-3,4-dihydroxy-4-methyl-tetrahydro-furan-2-carboxylic acid methylamide 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:

: (3aR,4S,6R,6aR)-6-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-2,2,6a-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid methylamide

: 849241-98-1
(2S,3R,4R,5R)-5-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-3,4-dihydroxy-4-methyl-tetrahydro-furan-2-carboxylic acid methylamide

Guidance literature:: With formic acid; at 45 ℃; for 7h;
DOI:10.1021/jm049408n

Reference yield:

: 849242-02-0
N⁶-(3-iodobenzyl)-2-chloro-9H-(2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranosyl)adenine

: 849241-98-1
(2S,3R,4R,5R)-5-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-3,4-dihydroxy-4-methyl-tetrahydro-furan-2-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / diacetoxyiodobenzene; 2,2,6,6-tetramethylpiperidin-1-yloxy; water / acetonitrile / 3 h / 20 °C

2: 57 percent / SOCl₂ / 7 h / 20 °C

3: -20 - 20 °C

4: aq. HCOOH / 7 h / 45 °C

With formic acid; thionyl chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; water; In acetonitrile;
DOI:10.1021/jm049408n

Reference yield:

: 849241-80-1
(2R,3R,4R,5R)-2-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-5-hydroxymethyl-3-methyl-tetrahydro-furan-3,4-diol

: 849241-98-1
(2S,3R,4R,5R)-5-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-3,4-dihydroxy-4-methyl-tetrahydro-furan-2-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / camphorsulfonic acid / acetone / 6 h / 55 °C

2: 90 percent / diacetoxyiodobenzene; 2,2,6,6-tetramethylpiperidin-1-yloxy; water / acetonitrile / 3 h / 20 °C

3: 57 percent / SOCl₂ / 7 h / 20 °C

4: -20 - 20 °C

5: aq. HCOOH / 7 h / 45 °C

With formic acid; thionyl chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; camphor-10-sulfonic acid; water; In acetone; acetonitrile;
DOI:10.1021/jm049408n