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[ CAS No. 158922-07-7 ] {[proInfo.proName]}

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Chemical Structure| 158922-07-7
Chemical Structure| 158922-07-7
Structure of 158922-07-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 158922-07-7 ]

CAS No. :158922-07-7 MDL No. :MFCD00673789
Formula : C21H21NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :FINXGQXNIBNREL-UHFFFAOYSA-N
M.W : 351.40 Pubchem ID :2756141
Synonyms :

Calculated chemistry of [ 158922-07-7 ]

Physicochemical Properties

Num. heavy atoms : 26
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.33
Num. rotatable bonds : 5
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 101.49
TPSA : 66.84 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : Yes
CYP1A2 inhibitor : No
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.13 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.43
Log Po/w (XLOGP3) : 3.26
Log Po/w (WLOGP) : 3.35
Log Po/w (MLOGP) : 3.0
Log Po/w (SILICOS-IT) : 2.9
Consensus Log Po/w : 2.99

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.85

Water Solubility

Log S (ESOL) : -4.08
Solubility : 0.029 mg/ml ; 0.0000824 mol/l
Class : Moderately soluble
Log S (Ali) : -4.34
Solubility : 0.0161 mg/ml ; 0.0000459 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -4.88
Solubility : 0.00466 mg/ml ; 0.0000133 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 3.5

Safety of [ 158922-07-7 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 158922-07-7 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 158922-07-7 ]

[ 158922-07-7 ] Synthesis Path-Downstream   1~83

  • 1
  • [ 814-68-6 ]
  • [ 100-46-9 ]
  • [ 158922-07-7 ]
  • 3-[Benzyl-(piperidine-3-carbonyl)-amino]-propionic acid; compound with trifluoro-acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Yield given. Multistep reaction;
  • 2
  • [ 814-68-6 ]
  • [ 158922-07-7 ]
  • Piperidine-3-carboxylic acid 2-carboxy-ethyl ester; compound with trifluoro-acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Yield given. Multistep reaction;
  • 3
  • [ 59-67-6 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-(3-(1<i>H</i>-indol-3-yl)-2-[1-(pyridine-3-carbonyl)-piperidine-3-carbonyl]-amino}-butyrylamino)-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 4
  • [ 16629-19-9 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-(3-(1<i>H</i>-indol-3-yl)-2-[1-(thiophene-2-sulfonyl)-piperidine-3-carbonyl]-amino}-butyrylamino)-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 5
  • [ 94-53-1 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[1-(benzo[1,3]dioxole-5-carbonyl)-piperidine-3-carbonyl]-amino}-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 6
  • [ 2861-28-1 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[1-(benzo[1,3]dioxol-5-yl-acetyl)-piperidine-3-carbonyl]-amino}-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 7
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[1-(2,3-difluoro-benzyl)-piperidine-3-carbonyl]-amino}-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 8
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[1-(4-chloro-benzo[1,3]dioxol-5-ylmethyl)-piperidine-3-carbonyl]-amino}-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 9
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-{3-(1<i>H</i>-indol-3-yl)-2-[(1-naphthalen-2-ylmethyl-piperidine-3-carbonyl)-amino]-butyrylamino}-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 10
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[1-(3,4-difluoro-benzyl)-piperidine-3-carbonyl]-amino}-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 11
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[1-(3-fluoro-benzyl)-piperidine-3-carbonyl]-amino}-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 12
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-(3-(1<i>H</i>-indol-3-yl)-2-[1-(3-methoxy-benzyl)-piperidine-3-carbonyl]-amino}-butyrylamino)-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 13
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 3-{3-[1-(5-amino-1-<i>tert</i>-butoxycarbonyl-pentylcarbamoyl)-2-(1<i>H</i>-indol-3-yl)-propylcarbamoyl]-piperidin-1-ylmethyl}-benzoic acid methyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 14
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[(1-biphenyl-2-ylmethyl-piperidine-3-carbonyl)-amino]-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 15
  • [ 103-71-9 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-{3-(1<i>H</i>-indol-3-yl)-2-[(1-phenylcarbamoyl-piperidine-3-carbonyl)-amino]-butyrylamino}-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 16
  • [ 503-74-2 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-(3-(1<i>H</i>-indol-3-yl)-2-[1-(3-methyl-butyryl)-piperidine-3-carbonyl]-amino}-butyrylamino)-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 17
  • [ 10147-37-2 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-(3-(1<i>H</i>-indol-3-yl)-2-[1-(propane-2-sulfonyl)-piperidine-3-carbonyl]-amino}-butyrylamino)-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 18
  • [ 117-34-0 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[(1-diphenylacetyl-piperidine-3-carbonyl)-amino]-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 19
  • [ 349-88-2 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[1-(4-fluoro-benzenesulfonyl)-piperidine-3-carbonyl]-amino}-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 20
  • [ 587-48-4 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 2-[2-[1-(3-acetylamino-benzoyl)-piperidine-3-carbonyl]-amino}-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-6-amino-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 21
  • [ 23095-31-0 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[1-(3,4-dimethoxy-benzenesulfonyl)-piperidine-3-carbonyl]-amino}-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 22
  • [ 105184-38-1 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-({1-[(3,5-difluoro-phenyl)-acetyl]-piperidine-3-carbonyl}-amino)-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 23
  • [ 40203-94-9 ]
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • (S)-6-Amino-2-((2S,3S)-3-(1H-indol-3-yl)-2-[1-((S)-1-methoxycarbonyl-2-phenyl-ethylcarbamoyl)-piperidine-3-carbonyl]-amino}-butyrylamino)-hexanoic acid tert-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 24
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-{3-(1<i>H</i>-indol-3-yl)-2-[(piperidine-3-carbonyl)-amino]-butyrylamino}-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 25
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 3173-53-3 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[(1-cyclohexylcarbamoyl-piperidine-3-carbonyl)-amino]-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 26
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 15788-16-6 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[1-(3<i>H</i>-benzoimidazole-5-carbonyl)-piperidine-3-carbonyl]-amino}-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 27
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 76-93-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • (S)-6-Amino-2-[(2S,3S)-2-[1-(2-hydroxy-2,2-diphenyl-acetyl)-piperidine-3-carbonyl]-amino}-3-(1H-indol-3-yl)-butyrylamino]-hexanoic acid tert-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 28
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 65-85-0 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[(1-benzoyl-piperidine-3-carbonyl)-amino]-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 29
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 18908-07-1 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-(3-(1<i>H</i>-indol-3-yl)-2-[1-(3-methoxy-phenylcarbamoyl)-piperidine-3-carbonyl]-amino}-butyrylamino)-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 30
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • [ 1795-48-8 ]
  • 6-amino-2-{3-(1<i>H</i>-indol-3-yl)-2-[(1-isopropylcarbamoyl-piperidine-3-carbonyl)-amino]-butyrylamino}-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 31
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[(1-benzyl-piperidine-3-carbonyl)-amino]-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 32
  • [ 82004-77-1 ]
  • [ 64-19-7 ]
  • [ 158922-07-7 ]
  • N-Fmoc-β-methyl-L-Trp [ No CAS ]
  • 6-amino-2-[2-[(1-benzhydryl-piperidine-3-carbonyl)-amino]-3-(1<i>H</i>-indol-3-yl)-butyrylamino]-hexanoic acid <i>tert</i>-butyl ester; compound with acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction;
  • 33
  • [ 35661-60-0 ]
  • [ 71989-31-6 ]
  • [ 108-24-7 ]
  • [ 158922-07-7 ]
  • (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4(bis(dimethylamino)phosphoryloxy)phenyl)propanoic acid [ No CAS ]
  • Ac-pTyr-Leu-Pro-Nip-NH2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
19.5 mg Multistep reaction;
  • 34
  • [ 108-24-7 ]
  • [ 71989-35-0 ]
  • [ 133464-46-7 ]
  • [ 158922-07-7 ]
  • (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4(bis(dimethylamino)phosphoryloxy)phenyl)propanoic acid [ No CAS ]
  • Ac-Tyr(PO3H2)-Leu-Nip-Gln-Thr-NH2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
13.0 mg Multistep reaction;
  • 35
  • [ 158922-07-7 ]
  • [ 942272-46-0 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3h;
  • 36
  • [ 28920-43-6 ]
  • [ 498-95-3 ]
  • [ 158922-07-7 ]
  • 37
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
  • [ 82-58-6 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-cyclohexylbutanoic acid [ No CAS ]
  • C41H51FN6O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction.;
  • 38
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
  • [ 82-58-6 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-cyclohexylbutanoic acid [ No CAS ]
  • C41H51FN6O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction.;
  • 39
  • [ 95753-55-2 ]
  • [ 158922-07-7 ]
  • [ 82-58-6 ]
  • Fmoc-homocyclohexylalanine [ No CAS ]
  • C41H51N7O6 [ No CAS ]
  • 40
  • [ 95753-55-2 ]
  • [ 158922-07-7 ]
  • [ 82-58-6 ]
  • Fmoc-homocyclohexylalanine [ No CAS ]
  • C41H51N7O6 [ No CAS ]
  • 41
  • [ 68858-20-8 ]
  • [ 158922-07-7 ]
  • [ 82-58-6 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-cyclohexylbutanoic acid [ No CAS ]
  • C37H52N6O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction.;
  • 42
  • [ 68858-20-8 ]
  • [ 158922-07-7 ]
  • [ 82-58-6 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-cyclohexylbutanoic acid [ No CAS ]
  • C37H52N6O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction.;
  • 43
  • [ 108-24-7 ]
  • [ 95753-55-2 ]
  • [ 158922-07-7 ]
  • Fmoc-homocyclohexylalanine [ No CAS ]
  • C27H39N5O6 [ No CAS ]
  • 44
  • [ 68858-20-8 ]
  • [ 108-24-7 ]
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-cyclohexylbutanoic acid [ No CAS ]
  • C23H40N4O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction.;
  • 45
  • [ 95753-55-2 ]
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
  • [ 82-58-6 ]
  • C40H42FN7O6 [ No CAS ]
  • 46
  • [ 95753-55-2 ]
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
  • [ 82-58-6 ]
  • C40H42FN7O6 [ No CAS ]
  • 47
  • [ 68858-20-8 ]
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
  • [ 82-58-6 ]
  • C36H43FN6O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction.;
  • 48
  • [ 68858-20-8 ]
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
  • [ 82-58-6 ]
  • C36H43FN6O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multistep reaction.;
  • 49
  • [ 108-24-7 ]
  • [ 95753-55-2 ]
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
  • C26H30FN5O6 [ No CAS ]
  • 50
  • [ 68858-20-8 ]
  • [ 95753-55-2 ]
  • [ 158922-07-7 ]
  • [ 82-58-6 ]
  • C36H43N7O6 [ No CAS ]
  • 51
  • [ 68858-20-8 ]
  • [ 95753-55-2 ]
  • [ 158922-07-7 ]
  • [ 82-58-6 ]
  • C36H43N7O6 [ No CAS ]
  • 52
  • [ 158922-07-7 ]
  • [ 883106-74-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: SOCl2; DMF / CH2Cl2 / 3 h / 20 °C 2: aq. NaHCO3 / CHCl3 / 1 h / 20 °C 3: 4-aminomethylpiperidine / CHCl3 / 12 h / 20 °C
  • 53
  • [ 158922-07-7 ]
  • 1-methyl-piperidine-3-carboxylic acid (6-methyl-pyridin-2-yl)-amide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: SOCl2; DMF / CH2Cl2 / 3 h / 20 °C 2: aq. NaHCO3 / CHCl3 / 1 h / 20 °C 3: 4-aminomethylpiperidine / CHCl3 / 12 h / 20 °C 4: aq. HCOOH / 3 h / Heating
  • 54
  • [ 158922-07-7 ]
  • 1-benzyl-piperidine-3-carboxylic acid (6-methyl-pyridin-2-yl)-amide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: SOCl2; DMF / CH2Cl2 / 3 h / 20 °C 2: aq. NaHCO3 / CHCl3 / 1 h / 20 °C 3: 4-aminomethylpiperidine / CHCl3 / 12 h / 20 °C 4: K2CO3 / dimethylformamide / 2 h / 80 °C
  • 55
  • [ 158922-07-7 ]
  • 1-(3-chloro-benzyl)-piperidine-3-carboxylic acid (6-methyl-pyridin-2-yl)-amide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: SOCl2; DMF / CH2Cl2 / 3 h / 20 °C 2: aq. NaHCO3 / CHCl3 / 1 h / 20 °C 3: 4-aminomethylpiperidine / CHCl3 / 12 h / 20 °C 4: K2CO3 / dimethylformamide / 2 h / 80 °C
  • 56
  • [ 158922-07-7 ]
  • 1-(toluene-4-sulfonyl)-piperidine-3-carboxylic acid (6-methyl-pyridin-2-yl)-amide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: SOCl2; DMF / CH2Cl2 / 3 h / 20 °C 2: aq. NaHCO3 / CHCl3 / 1 h / 20 °C 3: 4-aminomethylpiperidine / CHCl3 / 12 h / 20 °C 4: TEA / CH2Cl2 / 1 h / 0 - 5 °C
  • 57
  • [ 158922-07-7 ]
  • 3-(6-methyl-pyridin-2-ylcarbamoyl)-piperidine-1-carboxylic acid 9<i>H</i>-fluoren-9-ylmethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: SOCl2; DMF / CH2Cl2 / 3 h / 20 °C 2: aq. NaHCO3 / CHCl3 / 1 h / 20 °C
  • 58
  • [ 158922-07-7 ]
  • [ 75-65-0 ]
  • [ 635722-83-7 ]
YieldReaction ConditionsOperation in experiment
With diphenylphosphoranyl azide; N-ethyl-N,N-diisopropylamine at 60℃; for 18h; 120.a 1.84 g of diisopropylethylamine and 4.71 g of diphenylphosphorylazide were added to 10 ml of a t-butanol solution of 5.01 g of 9H-fluoren-9-ylmethyl 3-carboxypiperidine-1-carboxylate, and the mixture was heated at 60°C under a nitrogen atmosphere for 18 hours. The reaction solution was cooled, and 150 ml of ethyl acetate was added thereto. The organic layer was washed successively with 100 ml of 5% aqueous sulfuric acid, 100 ml of 5% aqueous sodium bicarbonate solution, 100 ml of water, and 100 ml of a saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 1.88 g of the title compound was obtained from the fraction eluted with hexane-ethyl acetate (4:1). 1H-NMR(CDCl3) δ 1.45 (s, 9H) 1.45-1.72 (m, 3H) 1.82-1.87 (br.s, 1H) 3.09-3.30 (br.s, 2H) 3.58 (br.s, 2H) 3.82-3.98 (br.s, 1H) 4.24 (t, J=7.2 Hz, 1H) 4.27-4.48 (br.s, 2H) 4.52-4.59 (br.s, 1H) 7.32 (dd, J=10.3, 10.0 Hz, 2H) 7.39 (t, J=10.0 Hz, 2H) 7.59 (d, J=10.0 Hz, 2H) 7.75 (d, J=10.3 Hz, 2H)
With diphenylphosphoranyl azide; N-ethyl-N,N-diisopropylamine at 60℃; for 18h; 120.a (a) 9H-fluoren-9-ylmethyl 3-t-butoxycarbonylaminopiperidine-1-carboxylate 1.84 g of diisopropylethylamine and 4.71 g of diphenylphosphorylazide were added to 10 ml of a t-butanol solution of 5.01 g of 9H-fluoren-9-ylmethyl 3-carboxypiperidine-1-carboxylate, and the mixture was heated at 60° C. under a nitrogen atmosphere for 18 hours. The reaction solution was cooled, and 150 ml of ethyl acetate was added thereto. The organic layer was washed successively with 100 ml of 5% aqueous sulfuric acid, 100 ml of 5% aqueous sodium bicarbonate solution, 100 ml of water, and 100 ml of a saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 1.88 g of the title compound was obtained from the fraction eluted with hexane-ethyl acetate (4:1).
  • 59
  • C3H9N2Pol [ No CAS ]
  • [ 158922-07-7 ]
  • C24H28N3O3Pol [ No CAS ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) for 4.25h; 1 To 10 g (14.9 mmol) of the above resin 4 was added the solution produced by mixing 22.6 g (60 mmol, 4 eq) of HBTU, 2.0 g (14.9 mmol, 1 eq) of HOBT, 21.8 g (60 mmol, 4 eq) of (R,S)-Fmoc-nipecotic acid and 20 mL (120 mmol, 8 eq) of iPr2NEt in 125 mL of dry DMF for 15 minutes. The resin was shaken for 4 h when it was washed and dried to give resin 5. The resin was then treated with 100 mL of 20% piperidine in DMF for 90 min when it was washed and dried to produce the product resin 6.
  • 60
  • C9H12NPol [ No CAS ]
  • [ 158922-07-7 ]
  • C30H31N2O3Pol [ No CAS ]
YieldReaction ConditionsOperation in experiment
With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In dichloromethane; N,N-dimethyl-formamide at 20℃; II.20.2 The MiniKans from the previous step were suspended in a 50/50 mixture of dichoromethane and DMF, and then N-Fmoc nipecotic acid (Chem-Impex International, Inc., Wood Dale, Ill.; 7 eq.), bromotris(pyrrolydino)phophonium hexafluorophosphate (PyBroP; Calbiochem-NovaBiochem Corp., San Diego, Calif.; 7 eq.) or O-Benzotriazole-N,N,N',N'-tetramethyl-uronium-hexafluoro-phosphate (HBTU; Alfa Aesar, Ward Hill, Mass.; 7 eq.), and diisopropylethylamine (7 eq.) were added. The reaction was carried out at room temperature overnight. After the reaction solution was drained from the reaction vessel, MiniKans were washed and dried as described above.
  • 61
  • [ 4129-17-3 ]
  • [ 144-55-8 ]
  • [ 158922-07-7 ]
  • [ 635722-83-7 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid; N-ethyl-N,N-diisopropylamine In water; ethyl acetate; <i>tert</i>-butyl alcohol 120.a (a) (a) 9H-fluoren-9-ylmethyl 3-t-butoxycarbonylaminopiperidine-1-carboxylate 1.84 g of diisopropylethylamine and 4.71 g of diphenylphosphorylazide were added to 10 ml of a t-butanol solution of 5.01 g of 9H-fluoren-9-ylmethyl 3-carboxypiperidine-1-carboxylate, and the mixture was heated at 60° C. under a nitrogen atmosphere for 18 hours. The reaction solution was cooled, and 150 ml of ethyl acetate was added thereto. The organic layer was washed successively with 100 ml of 5% aqueous sulfuric acid, 100 ml of 5% aqueous sodium bicarbonate solution, 100 ml of water, and 100 ml of a saturated sodium chloride solution, and then dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 1.88 g of the title compound was obtained from the fraction eluted with hexane-ethyl acetate (4:1). 1H-NMR(CDCl3) δ 1.45 (s, 9H) 1.45-1.72 (m, 3H) 1.82-1.87 (br.s, 1H) 3.09-3.30 (br.s, 2H) 3.58 (br.s, 2H) 3.82-3.98 (br.s, 1H) 4.24 (t, J=7.2 Hz, 1H) 4.27-4.48 (br.s, 2H) 4.52-4.59 (br.s, 1H) 7.32 (dd, J=10.3, 10.0 Hz, 2H) 7.39 (t, J=10.0 Hz, 2H) 7.59 (d, J=10.0 Hz, 2H) 7.75 (d, J=10.3 Hz, 2H)
  • 62
  • N-methyl-4-piperidinepropanoic acid [ No CAS ]
  • [ 35737-10-1 ]
  • [ 158922-07-7 ]
  • N-3-(4-N-methylpiperidinepropionyl)nipecotyl-3-aminopropionic acid.TFA [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: N-Fmoc-β-alanine With piperidine In DMF (N,N-dimethyl-formamide) for 2h; Stage #2: Fmoc-nipecotic acid With N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide In DMF (N,N-dimethyl-formamide) for 16h; Stage #3: N-methyl-4-piperidinepropanoic acid With piperidine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; diisopropyl-carbodiimide more than 3 stages;
  • 63
  • [ 6214-20-6 ]
  • [ 35661-40-6 ]
  • [ 77128-73-5 ]
  • [ 158922-07-7 ]
  • [ 1215027-82-9 ]
  • 64
  • [ 21169-71-1 ]
  • [ 71989-23-6 ]
  • [ 7144-05-0 ]
  • [ 135673-97-1 ]
  • [ 158922-07-7 ]
  • [ 1252806-75-9 ]
  • 65
  • C24H42N7O5PolS [ No CAS ]
  • [ 95753-55-2 ]
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
  • C48H67FN11O10PolS [ No CAS ]
  • 66
  • C22H39N6O4PolS [ No CAS ]
  • [ 95753-55-2 ]
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
  • C46H64FN10O9PolS [ No CAS ]
  • 67
  • [ 33305-77-0 ]
  • [ 158922-07-7 ]
  • (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid [ No CAS ]
  • [ 1268722-95-7 ]
YieldReaction ConditionsOperation in experiment
3.58 g Stage #1: Fmoc-nipecotic acid With 2-chlorotrityl chloride polystyrene resin; benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 20℃; Stage #2: With piperidine In N,N-dimethyl-formamide Stage #3: Boc-Phe(p-NO2)-OH; (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid Further stages;
  • 68
  • [ 77128-73-5 ]
  • [ 135673-97-1 ]
  • [ 158922-07-7 ]
  • nipecotyl-cyclohexylalanyl-N-MePhe-CONH<SUB>2</SUB> [ No CAS ]
  • 69
  • [ 35661-40-6 ]
  • [ 77128-73-5 ]
  • 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine [ No CAS ]
  • [ 135673-97-1 ]
  • [ 158922-07-7 ]
  • nipecotyl-cyclohexylalanyl-N-MePhe-N-MePhe-CONH<SUB>2</SUB> [ No CAS ]
  • 70
  • [ 35661-40-6 ]
  • [ 77128-73-5 ]
  • 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine [ No CAS ]
  • [ 135673-97-1 ]
  • [ 158922-07-7 ]
  • [ 1215027-83-0 ]
  • 71
  • [ 77128-73-5 ]
  • N-(9-fluorenylmethoxycarbonyl)-3-(β-naphthyl)-L-alanine [ No CAS ]
  • [ 158922-07-7 ]
  • nipecotyl-2-naphthylalanyl-N-MePhe-CONH<SUB>2</SUB> [ No CAS ]
  • 72
  • [ 35661-40-6 ]
  • [ 77128-73-5 ]
  • 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine [ No CAS ]
  • N-(9-fluorenylmethoxycarbonyl)-3-(β-naphthyl)-L-alanine [ No CAS ]
  • [ 158922-07-7 ]
  • nipecotyl-2-naphthylalanyl-N-MePhe-N-MePhe-CONH<SUB>2</SUB> [ No CAS ]
  • 73
  • [ 35661-40-6 ]
  • [ 77128-73-5 ]
  • 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine [ No CAS ]
  • N-(9-fluorenylmethoxycarbonyl)-3-(β-naphthyl)-L-alanine [ No CAS ]
  • [ 158922-07-7 ]
  • [ 1215027-84-1 ]
  • 74
  • [ 77128-73-5 ]
  • [ 158922-07-7 ]
  • N-[(9-fluorenyl)methoxycarbonyl]-4-chloro-L-phenylalanine [ No CAS ]
  • nipecotyl-(p-Cl)Phe-N-MePhe-CONH2 [ No CAS ]
  • 75
  • [ 77128-73-5 ]
  • [ 158922-07-7 ]
  • N-[(9-fluorenyl)methoxycarbonyl]-4-chloro-L-phenylalanine [ No CAS ]
  • nipecotyl-(p-Cl)Phe-(p-Cl)Phe-N-MePhe-CONH2 [ No CAS ]
  • 76
  • [ 77128-73-5 ]
  • 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine [ No CAS ]
  • [ 158922-07-7 ]
  • N-[(9-fluorenyl)methoxycarbonyl]-4-chloro-L-phenylalanine [ No CAS ]
  • nipecotyl-(p-Cl)N-MePhe-N-MePhe-CONH2 [ No CAS ]
  • 77
  • [ 77128-73-5 ]
  • 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine [ No CAS ]
  • [ 158922-07-7 ]
  • N-[(9-fluorenyl)methoxycarbonyl]-4-chloro-L-phenylalanine [ No CAS ]
  • nipecotyl-(p-Cl)N-MePhe-(p-Cl)N-MePhe-N-MePhe-CONH2 [ No CAS ]
  • 78
  • [ 35661-40-6 ]
  • [ 77128-73-5 ]
  • 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine [ No CAS ]
  • [ 158922-07-7 ]
  • nipecotyl-N-MePhe-N-MePhe-CONH<SUB>2</SUB> [ No CAS ]
  • 79
  • [ 35661-40-6 ]
  • [ 77128-73-5 ]
  • 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine [ No CAS ]
  • [ 158922-07-7 ]
  • nipecotyl-N-MePhe-N-MePhe-N-MePhe-CONH<SUB>2</SUB> [ No CAS ]
  • 80
  • [ 35661-40-6 ]
  • [ 77128-73-5 ]
  • 1-methyl-2,3,4,6,7,8-hexahydro-1H-pyrimido[1,2-a]pyrimidine [ No CAS ]
  • [ 158922-07-7 ]
  • [ 1215027-82-9 ]
  • 81
  • [ 67-56-1 ]
  • [ 103-82-2 ]
  • [ 158922-07-7 ]
  • C15H19NO3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: Fmoc-nipecotic acid With N-ethyl-N,N-diisopropylamine In dichloromethane for 1h; Stage #2: With piperidine; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 0.5h; Stage #3: methanol; phenylacetic acid Further stages;
  • 82
  • [ 158922-07-7 ]
  • (9H-fluoren-9-yl)methyl 3-(difluoromethyl)piperidine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: dmap; diisopropyl-carbodiimide / dichloromethane / 20 °C 2: [2,2]bipyridinyl; copper(l) chloride / dimethyl sulfoxide / 8 h / 60 °C / Inert atmosphere; Sealed tube
  • 83
  • [ 85342-65-0 ]
  • [ 158922-07-7 ]
  • C29H20Cl4N2O6 [ No CAS ]
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