(1R,2S,3R,5S)-3-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(5-ethyl-tetrazol-2-yl)-cyclopentane-1,2-diol → HCID 178438075, compound

HRID 1641980Notes

Reaction equation

HRID 1641980 reaction equation
N[C@@H]1CCN(C2N=C3C(N=CN3[C@@H]3C[C@H](N4N=NC(CC)=N4)[C@@H](O)[C@H]3O)=C(NCC(C3C=CC=CC=3)C3C=CC=CC=3)N=2)C1.[ClH:45].[C:46]1([CH:52]([C:95]2[CH:100]=[CH:99][CH:98]=[CH:97][CH:96]=2)[CH2:53][NH:54][C:55]2[N:63]=[C:62]([N:64]3[CH2:68][CH2:67][C@@H:66]([NH:69][C:70](NC4C=NC(OC)=CC=4)=[O:71])[CH2:65]3)[N:61]=[C:60]3[C:56]=2[N:57]=[CH:58][N:59]3[C@@H:81]2[CH2:85][C@H:84]([N:86]3[N:90]=[N:89][C:88]([CH2:91][CH3:92])=[N:87]3)[C@@H:83]([OH:93])[C@H:82]2[OH:94])[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1.[NH:101]1[C:105]([C:106]2[CH:107]=[C:108]([NH2:112])[CH:109]=[CH:110][CH:111]=2)=[N:104][N:103]=[N:102]1>>[ClH:45].[C:95]1([CH:52]([C:46]2[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=2)[CH2:53][NH:54][C:55]2[N:63]=[C:62]([N:64]3[CH2:68][CH2:67][C@@H:66]([NH:69][C:70]([NH:112][C:108]4[CH:109]=[CH:110][CH:111]=[C:106]([C:105]5[NH:101][N:102]=[N:103][N:104]=5)[CH:107]=4)=[O:71])[CH2:65]3)[N:61]=[C:60]3[C:56]=2[N:57]=[CH:58][N:59]3[C@@H:81]2[CH2:85][C@H:84]([N:86]3[N:90]=[N:89][C:88]([CH2:91][CH3:92])=[N:87]3)[C@@H:83]([OH:93])[C@H:82]2[OH:94])[CH:100]=[CH:99][CH:98]=[CH:97][CH:96]=1

Participants

4

Reactant 3

HCID 11650095(1R,2S,3R,5S)-3-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(5-ethyl-tetrazol-2-yl)-cyclopentane-1,2-diolHCID 66736063HCID 66736063, compoundHCID 178507542HCID 178507542, compound

Product 1

HCID 178438075HCID 178438075, compound

Procedure

This compound is prepared from ((1R,2S,3R,5S)-3-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(5-ethyl-tetrazol-2-yl)-cyclopentane-1,2-diol (Example 48) using a procedure analogous to that of 1-((R)-1-{6-(2,2-Diphenyl-ethylamino)-9-[(1R,2S,3R,4S)-4-(5-ethyl-tetrazol-2-yl)-2,3-dihydroxy-cyclopentyl]-9H-purin-2-yl}-pyrrolidin-3-yl)-3-(6-methoxy-pyridin-3-yl)-urea hydrochloride (Example 156) by replacing (6-Methoxy-pyridin-3-yl)-carbamic acid phenyl ester with 3-(1H-tetrazol-5-yl)-phenylamine (first step a).

Sources & evidence

ORD record
ord-14557cd9962445119d159916a5f2c137
Source dataset
uspto-grants-2012_02
Patent number
US08114877B2

Reaction notes

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