Chlorophyll A → HCID 178435491, compound

HRID 1801431Notes

Reaction equation

HRID 1801431 reaction equation
CCC1C2N=C(C=C3C(C=C)=C(C)C(=CC4[C@@H](C)[C@H](CCC(O)=O)C(=C(CC(O)=O)C5NC(C=2)=C(C)C=5C(O)=O)N=4)N3)C=1C.[CH3:45][CH2:46][C:47]1[C:51]2=[CH:52][C:53]3[N-:57][C:56]4[C:58]([C@@H:100]([C:103]([O:105][CH3:106])=[O:104])[C:101](=[O:102])[C:55]=4[C:54]=3[CH3:107])=[C:59]3[N:63]=[C:62]([CH:64]=[C:65]4[N-:70][C:68](=[CH:69][C:49](=[N:50]2)[C:48]=1[CH3:108])[C:67]([CH:71]=[CH2:72])=[C:66]4[CH3:73])[C@@H:61]([CH3:74])[C@@H:60]3[CH2:75][CH2:76][C:77]([O:79][CH2:80]/[CH:81]=[C:82](/[CH2:84][CH2:85][CH2:86][C@@H:87]([CH2:89][CH2:90][CH2:91][C@@H:92]([CH2:94][CH2:95][CH2:96][CH:97]([CH3:99])[CH3:98])[CH3:93])[CH3:88])\[CH3:83])=[O:78].[Mg+2]>>[CH3:45][CH2:46][C:47]1[C:48]([CH3:108])=[C:49]2[NH:50][C:51]=1[CH:52]=[C:53]1[N:57]=[C:56]3[C:55]([C:101]([C@H:100]([C:103]([O:105][CH3:106])=[O:104])[C:58]3=[C:59]3[N:63]=[C:62]([CH:64]=[C:65]4[NH:70][C:68](=[CH:69]2)[C:67]([CH:71]=[CH2:72])=[C:66]4[CH3:73])[C@@H:61]([CH3:74])[C@@H:60]3[CH2:75][CH2:76][C:77]([O:79][CH2:80]/[CH:81]=[C:82](/[CH2:84][CH2:85][CH2:86][C@@H:87]([CH2:89][CH2:90][CH2:91][C@@H:92]([CH2:94][CH2:95][CH2:96][CH:97]([CH3:98])[CH3:99])[CH3:93])[CH3:88])\[CH3:83])=[O:78])=[O:102])=[C:54]1[CH3:107]

Participants

3

Reactant 2

HCID 12085802Chlorophyll A2×HCID 138978174(2S-trans)-18-Carboxy-20-(carboxymethyl)-13-ethyl-2,3-dihydro-3,7,12,17-tetramethyl-8-vinyl-21H,23H-porphine-2-propionic acid; (17S,18S)-18-(2-Carboxyethyl)-20-(carboxymethyl)-12-ethenyl-7-ethyl-3,8,13,17-tetramethyl-17,18,22,23-tetrahydroporphyrin-2-carboxylic acid

Product 1

HCID 178435491HCID 178435491, compound

Procedure

According to a preferred embodiment, the chlorin e6-protocol A comprises the steps of (a) treating chlorophyll-a obtained by the above method with the acid to eliminate Mg2+ from chlorophyll-a, thereby obtaining the precipitate of pheophytin a; (b-1) adding the acetone solvent to the precipitate of pheophytin a to obtain a solution of pheophytin a, followed by elimination of the acetone solvent; (b-2) adding ethanol to the residual pheophytin a to obtain the pheophytin a solution; and (b-3) treating the pheophytin a solution with the base to obtain chlorin e6.

Workup

  1. customobtained by the above method with the acid

Sources & evidence

ORD record
ord-e2527def4b104276b5507c44ab385038
Source dataset
uspto-grants-2013_01
Patent number
US08349335B2

Reaction notes

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