HCID 15616513, compound → HCID 19851860, compound

HRID 1607100Notes

Reaction equation

HRID 1607100 reaction equation
C1(C(C2C=CC=CC=2)(C2C=CC=CC=2)[NH:8][CH2:9][CH2:10][S:11][C:12](OC2C=CC([N+]([O-])=O)=CC=2)=[O:13])C=CC=CC=1.[NH2:36][CH:37]([CH:47]([CH3:49])[CH3:48])[CH2:38][O:39][Si](C(C)(C)C)(C)C>>[OH:39][CH2:38][CH:37]([NH:36][C:12]([S:11][CH2:10][CH2:9][NH2:8])=[O:13])[CH:47]([CH3:48])[CH3:49]

Participants

3

Procedure

N-triphenylmethyl-2-paranitrophenoxycarbonylthioethylamine (0.58 g) and 2-amino-1-tert-butyldimethylsilyloxy-3-methylbutane (acetate: 0.52 g) were subjected to the reactions described in References 2 and 4 to give 2-(1-hydroxymethyl-2-methylpropyl)aminocarbonylthioethylamine (formate: 1.03 g). The product (0.83 g) was dissolved in anhydrous methanol (10 ml), to which were then added triethylamine (0.91 ml) and mitomycin A (372 mg: 0.82 molar equivalent). The reaction solution was treated in a similar manner to that described in Example 1 to obtain Compound 48 (290 mg) in the form of grayish blue powders with a yield of 52%.

Sources & evidence

ORD record
ord-2df2cf87e44841179001c358c69b1488
Source dataset
uspto-grants-1989_09
Patent number
US04863935

Reaction notes

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