1-[2(S)-Hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparaginyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-2-[tert-butoxycarbonyl]-hydrazine → 1-[2(S)-Hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparagyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-hydrazine

HRID 1291772Notes

Reaction equation

HRID 1291772 reaction equation
[OH:1][C@H:2]([C@@H:20]([NH:28][C:29](=[O:48])[C@H:30]([CH2:44][C:45](=[O:47])[NH2:46])[NH:31][C:32]([C:34]1[CH:43]=[CH:42][C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[N:35]=1)=[O:33])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:3][N:4]([CH2:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)[NH:5]C(OC(C)(C)C)=O>C(O)=O>[OH:1][C@H:2]([C@@H:20]([NH:28][C:29](=[O:48])[C@H:30]([CH2:44][C:45](=[O:47])[NH2:46])[NH:31][C:32]([C:34]1[CH:43]=[CH:42][C:41]2[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=2)[N:35]=1)=[O:33])[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH2:3][N:4]([CH2:13][CH:14]1[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]1)[NH2:5]

Participants

3

Reactant 1

HCID 108420761-[2(S)-Hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparaginyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-2-[tert-butoxycarbonyl]-hydrazine

Product 1

HCID 106505161-[2(S)-Hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparagyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-hydrazine

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Analogously to Example 98 (see below), 921 mg (1.39 mmol) of 1-[2(S)-hydroxy-3(S)-(N-(quinoline-2-carbonyl)-(L)-asparagyl) amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-2-[tert-butoxy-carbonyl]-hydrazine (Example 100 A), see below) in 37 ml of formic acid are reacted to form the title compound and used directly in the next step.

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-c1115b6334204703aea9e7884d698165
Source dataset
uspto-grants-1998_05
Patent number
US05753652

Reaction notes

Loading…