HCID 69543823, compound → HCID 59886946, compound

HRID 1279002Notes

Reaction equation

CN(C([C@@H]1C[C@@H](SCC2C=CC(OC)=CC=2)CN1S(C1C=CC2C(=CC=CC=2)C=1)(=O)=O)=O)NS(C1C=CC(C)=CC=1)(=O)=O.[CH3:44][N:45]([C:64]([C@@H:66]1[CH2:70][C@@H:69]([S:71]CC2C=CC(OC)=CC=2)[CH2:68][N:67]1[S:81]([C:84]1[CH:93]=[CH:92][C:91]2[C:86](=[CH:87][CH:88]=[CH:89][CH:90]=2)[CH:85]=1)(=[O:83])=[O:82])=[O:65])[N:46]([CH2:57][C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=1)[S:47]([C:50]1[CH:55]=[CH:54][C:53]([CH3:56])=[CH:52][CH:51]=1)(=[O:49])=[O:48].C(Br)C1C=CC=CC=1>>[CH3:44][N:45]([C:64]([C@@H:66]1[CH2:70][C@@H:69]([SH:71])[CH2:68][N:67]1[S:81]([C:84]1[CH:93]=[CH:92][C:91]2[C:86](=[CH:87][CH:88]=[CH:89][CH:90]=2)[CH:85]=1)(=[O:82])=[O:83])=[O:65])[N:46]([CH2:57][C:58]1[CH:59]=[CH:60][CH:61]=[CH:62][CH:63]=1)[S:47]([C:50]1[CH:51]=[CH:52][C:53]([CH3:56])=[CH:54][CH:55]=1)(=[O:49])=[O:48]

Participants

Reactant 2

HCID 69543823HCID 69543823, compound

HCID 86758499HCID 86758499, compound

Product 1

HCID 59886946HCID 59886946, compound

Procedure

(step 25,26) According to procedure (Scheme 4, step 16) was prepared from (2S,4R)-4-(4-Methoxy-benzylsulfanyl)-1-(naphthalene-2-sulfonyl)-pyrrolidine-2-carboxylic acid N-methyl-N′-(4-methyl-benzenesulfonyl)-hydrazide and benzyl bromide (2S,4R)-4-(4-Methoxy-benzylsulfanyl)-1-(naphthalene-2-sulfonyl)-pyrrolidine-2-carboxylic acid N-methyl-N′-benzyl-N′-(4-methyl-benzenesulfonyl)-hydrazide which was directly deprotected according to Scheme 2 (step 4) to give (2S,4R)-4-Mercapto-1-(naphthalene-2-sulfonyl)-pyrrolidine-2-carboxylic acid N-methyl-N′-benzyl-N′-(4-methyl-benzenesulfonyl)-hydrazide as white solid, mp 82.5° C., MS: 610 (MH+).

Sources & evidence

ORD record: ord-c7607b4dee904a55a37d07798ec8afb5
Source dataset: uspto-grants-2002_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06444829B1

Reaction notes

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