2-Methylpropylenediamine → 9-[(1R,2S,3R,4S)-2,3-Dihydroxy-4-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentyl]-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid (2-amino-2-methyl-propyl)-amide

HRID 1641924Notes

Reaction equation

HRID 1641924 reaction equation
COC(C1N=[C:12]2[C:8]([N:9]=CN2[C@@H]2C[C@H](N3C=C(CO)C=N3)C(O)C2O)=[C:7](NCC(C2C=CC=CC=2)C2C=CC=CC=2)N=1)=O.NC1CC[CH:47]([NH:50][C:51]([C:53]2[N:61]=[C:60]3[C:56]([N:57]=[CH:58][N:59]3[C@@H:62]3[CH2:66][C@H:65]([N:67]4[CH:71]=[C:70]([CH2:72][OH:73])[CH:69]=[N:68]4)[C@@H:64]([OH:74])[C@H:63]3[OH:75])=[C:55]([NH:76][CH2:77][CH:78]([C:85]3[CH:90]=[CH:89][CH:88]=[CH:87][CH:86]=3)[C:79]3[CH:84]=[CH:83][CH:82]=[CH:81][CH:80]=3)[N:54]=2)=[O:52])CC1.NCC(N)(C)C>>[NH2:9][C:8]([CH3:12])([CH3:7])[CH2:47][NH:50][C:51]([C:53]1[N:61]=[C:60]2[C:56]([N:57]=[CH:58][N:59]2[C@@H:62]2[CH2:66][C@H:65]([N:67]3[CH:71]=[C:70]([CH2:72][OH:73])[CH:69]=[N:68]3)[C@@H:64]([OH:74])[C@H:63]2[OH:75])=[C:55]([NH:76][CH2:77][CH:78]([C:85]2[CH:90]=[CH:89][CH:88]=[CH:87][CH:86]=2)[C:79]2[CH:80]=[CH:81][CH:82]=[CH:83][CH:84]=2)[N:54]=1)=[O:52]

Participants

4

Reactant 3

HCID 131282-MethylpropylenediamineHCID 667359419-[(1R,2S,3R,4S)-2,3-dihydroxy-4-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentyl]-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid (4-amino-cyclohexyl)-amideHCID 667360439-[(1R,4S)-2,3-dihydroxy-4-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentyl]-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid methyl ester

Product 1

HCID 667357639-[(1R,2S,3R,4S)-2,3-Dihydroxy-4-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentyl]-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid (2-amino-2-methyl-propyl)-amide

Procedure

This compound is prepared from 9-[(1R,4S)-2,3-dihydroxy-4-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentyl]-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid methyl ester (Example 62) using a procedure analogous to that of 9-[(1R,2S,3R,4S)-2,3-dihydroxy-4-(4-hydroxymethyl-pyrazol-1-yl)-cyclopentyl]-6-(2,2-diphenyl-ethylamino)-9H-purine-2-carboxylic acid (4-amino-cyclohexyl)-amide (Example 83, first step a) replacing trans-1,4-diaminocyclohexane with 1,2-diamino-2-methylpropane.

Sources & evidence

ORD record
ord-0f45617f1e47468987cf5ff5edfa61b4
Source dataset
uspto-grants-2012_02
Patent number
US08114877B2

Reaction notes

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