[ CAS No. 885677-91-8 ] {[proInfo.proName]}

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Quality Control of [ 885677-91-8 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 885677-91-8 ]

Product Details of [ 885677-91-8 ]

CAS No. :	885677-91-8	MDL No. :	MFCD09054932
Formula :	C₁₁H₂₂N₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	QHFKXCGYRHKLNG-GHMZBOCLSA-N
M.W :	182.31	Pubchem ID :	12156300
Synonyms :

Safety of [ 885677-91-8 ]

Signal Word:	Danger	Class:	8
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	2735
Hazard Statements:	H314	Packing Group:	Ⅱ
GHS Pictogram:

Application In Synthesis of [ 885677-91-8 ]

* 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 [ 885677-91-8 ]

[ 885677-91-8 ] Synthesis Path-Downstream 1~80

1
[ 824938-91-2 ]
[ 885677-91-8 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; water; In toluene; for 17h;Reflux;	The crude N-((1S,2S)-2-(piperidin-1-yl)cyclohexyl)acetamide (S,S)-S8 (2.03 g, 9.06 mmol) wasdissolved in HCl (2:1, v/v, 30 mL) and washed with a small amount of toluene (5 ml). The aqueous was heated for 17 h at reflux. After adding 50% NaOH (10 mL), the free amine was extracted with CH2Cl2 (3 × 50 mL). The extract was washed with brine, dried (Na2SO4) and concentrated in vacuo to afford (S,S)-2-(piperidin-1-yl)cyclohexanamine (S,S)-12 (145 g, 88%)

Reference： [1]Organic and Biomolecular Chemistry,2013,vol. 11,p. 7705 - 7711
[2]Tetrahedron Asymmetry,2006,vol. 17,p. 449 - 454
[3]Beilstein Journal of Organic Chemistry,2018,vol. 14,p. 553 - 559

2
[ 885677-91-8 ]
[ 3739-94-4 ]
(1'R,1''R,2'R,2''R)-N,N'-bis-[2-(piperidin-1-yl)cyclohexyl]pyridine-2,6-dicarboxamide [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2006,vol. 17,p. 449 - 454

3
[ 885677-91-8 ]
[ 99-63-8 ]
(1'R,1''R,2'R,2''R)-N,N'-bis-[2-(piperidin-1-yl)cyclohexyl]benzene-1,5-dicarboxamide [ No CAS ]

Reference： [1]Tetrahedron Asymmetry,2006,vol. 17,p. 449 - 454

4
[ 885677-91-8 ]
[ 1132827-67-8 ]
[ 1211565-08-0 ]

Reference： [1]Angewandte Chemie - International Edition,2010,vol. 49,p. 153 - 156

5
[ 20439-47-8 ]
[ 111-30-8 ]
[ 885677-91-8 ]

Reference： [1]Angewandte Chemie - International Edition,2010,vol. 49,p. 153 - 156
[2]Organic Letters,2016,vol. 18,p. 260 - 263

6
[ 885677-91-8 ]
C₁₂H₁₆ClNO₃S [ No CAS ]
(S)-N-tert-butyloxycarbonyl-4-toluenesulfonimide-N'-[(1R,2R)-2-piperidin-1-yl-cyclohexyl]amide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2010,vol. 75,p. 3301 - 3310

7
[ 885677-91-8 ]
C₁₄H₁₂ClNO₂S [ No CAS ]
(S)-N-benzoyl-4-toluenesulfonimide-N'-[(1R,2R)-2-piperidin-1-yl-cyclohexyl]amide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2010,vol. 75,p. 3301 - 3310

8
[ 885677-91-8 ]
[ 59943-33-8 ]
[ 1335103-96-2 ]

Reference： [1]Chemistry - A European Journal,2011,vol. 17,p. 10470 - 10477

9
[ 885677-91-8 ]
[ 159870-93-6 ]
[ 1379685-89-8 ]

Reference： [1]European Journal of Organic Chemistry,2012,p. 2118 - 2122

10
[ 1379686-03-9 ]
[ 885677-91-8 ]

Reference： [1]European Journal of Organic Chemistry,2012,p. 2118 - 2122

11
[ 20439-47-8 ]
[ 885677-91-8 ]

Reference： [1]European Journal of Organic Chemistry,2012,p. 2118 - 2122
[2]Organic and Biomolecular Chemistry,2013,vol. 11,p. 7705 - 7711
[3]Synlett,2017,vol. 28,p. 1278 - 1281
[4]European Journal of Organic Chemistry,2018,vol. 2018,p. 99 - 103
[5]Beilstein Journal of Organic Chemistry,2018,vol. 14,p. 553 - 559

12
[ 1197208-38-0 ]
[ 885677-91-8 ]

Reference： [1]European Journal of Organic Chemistry,2012,p. 2118 - 2122

13
(+)-(3aR,7aR)-2-phenyl-trans-3a,4,5,6,7,7a-hexahydrobenzimidazole [ No CAS ]
[ 885677-91-8 ]

Reference： [1]European Journal of Organic Chemistry,2012,p. 2118 - 2122

14
[ 885677-91-8 ]
[ 530-62-1 ]
[ 592507-77-2 ]
[ 1374824-08-4 ]

Reference： [1]Journal of the American Chemical Society,2012,vol. 134,p. 9058 - 9061

15
[ 885677-91-8 ]
[ 1433953-85-5 ]
[ 1433953-96-8 ]

Reference： [1]Advanced Synthesis and Catalysis,2012,vol. 354,p. 2905 - 2910

16
[ 885677-91-8 ]
[ 1433953-94-6 ]
[ 1433953-95-7 ]

Reference： [1]Advanced Synthesis and Catalysis,2012,vol. 354,p. 2905 - 2910

17
[ 111-24-0 ]
[ 320778-89-0 ]
[ 885677-91-8 ]

Reference： [1]Organic and Biomolecular Chemistry,2013,vol. 11,p. 7705 - 7711

18
[ 885677-91-8 ]
C₁₂H₂₅N₂⁽¹⁺⁾*I^(1-) [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2014,vol. 2014,p. 805 - 809
[2]European Journal of Organic Chemistry,2014,vol. 2014,p. 802 - 809

19
[ 885677-91-8 ]
[ 1588442-75-4 ]

Reference： [1]European Journal of Organic Chemistry,2014,vol. 2014,p. 805 - 809
[2]European Journal of Organic Chemistry,2014,vol. 2014,p. 802 - 809

20
[ 885677-91-8 ]
[ 1588442-76-5 ]

Reference： [1]European Journal of Organic Chemistry,2014,vol. 2014,p. 805 - 809
[2]European Journal of Organic Chemistry,2014,vol. 2014,p. 802 - 809

21
[ 885677-91-8 ]
[ 1588442-77-6 ]

Reference： [1]European Journal of Organic Chemistry,2014,vol. 2014,p. 805 - 809
[2]European Journal of Organic Chemistry,2014,vol. 2014,p. 802 - 809

22
[ 885677-91-8 ]
[ 24424-99-5 ]
[ 1588442-74-3 ]

Reference： [1]European Journal of Organic Chemistry,2014,vol. 2014,p. 805 - 809

23
[ 885677-91-8 ]
[ 24424-99-5 ]
[ 1611474-51-1 ]

Reference： [1]European Journal of Organic Chemistry,2014,vol. 2014,p. 805 - 809

24
[ 20439-47-8 ]
[ 111-30-8 ]
[ 885677-91-8 ]
(1R,2R)-1,2-di(piperidin-1-yl)cyclohexane [ No CAS ]

Reference： [1]Organic Letters,2014,vol. 16,p. 5152 - 5155

25
[ 885677-91-8 ]
N-(1H-benzimidazol-2-yl)methylisothiourea iodide [ No CAS ]
N-(1H-benzimidazol-2-yl)-N'-((1R,2R)-N<SUP>1</SUP>-piperidinyl-1,2-diaminocyclohexyl)guanidine [ No CAS ]

Reference： [1]Organometallics,2014,vol. 33,p. 6723 - 6737

26
[ 885677-91-8 ]
[ 16588-74-2 ]
C₂₀H₂₅F₆N₃O [ No CAS ]

Reference： [1]Organic Letters,2016,vol. 18,p. 260 - 263

27
[ 885677-91-8 ]
[ 23165-29-9 ]
[ 1289514-24-4 ]

Reference： [1]Organic Letters,2016,vol. 18,p. 260 - 263

28
[ 885677-91-8 ]
[ 5222-73-1 ]
[ 328-74-5 ]
[ 1211565-11-5 ]

Yield	Reaction Conditions	Operation in experiment
80%		General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.

Reference： [1]Patent: WO2016/5407,2016,A1 .Location in patent: Page/Page column 10; 12; 41
[2]Soft Matter,2016,vol. 12,p. 4361 - 4374

29
[ 885677-91-8 ]
[ 5222-73-1 ]
[ 85068-29-7 ]
3-[3,5-bis(trifluoromethyl)benzyl]amino}-4-[(R,R)-2-( piperidine-1-yl)cyclohexyl]amino}cyclobut-3-ene-1,2-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
43%		General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.

Reference： [1]Patent: WO2016/5407,2016,A1 .Location in patent: Page/Page column 10; 13; 41

30
[ 885677-91-8 ]
[ 163733-96-8 ]
[ 5222-73-1 ]
3-((1R,2R)-2-(piperidin-1-yl)cyclohexylamino)-4-(3,4,5-trifluorophenylamino)cyclobut-3-ene-1,2-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%		General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.

Reference： [1]Patent: WO2016/5407,2016,A1 .Location in patent: Page/Page column 10; 12; 41; 50

31
[ 885677-91-8 ]
[ 137848-28-3 ]
[ 5222-73-1 ]
3-((R)-2'-hydroxy-1,1'-binaphthyl-2-ylamino)-4-((1R,2R)-2-(piperidin-1-yl)cyclohexylamino)cyclobut-3-ene-1,2-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
68%		General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.

Reference： [1]Patent: WO2016/5407,2016,A1 .Location in patent: Page/Page column 10; 12; 41; 50; 51

32
[ 885677-91-8 ]
[ 455-14-1 ]
[ 5222-73-1 ]
[ 1211565-08-0 ]

Yield	Reaction Conditions	Operation in experiment
77%		General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.4 mmol) in MeOH (1 mL), 0.4 mmol of 4-(trifluoromethyl)aniline (2c) was firstly added at room temperature. After 48 h a precipitate was observed and 0.4 mmol of <strong>[885677-91-8](1R,2R)-trans-2-(1-piperidinyl)cyclohexylamine</strong> (4g) was solved in MeOH (3 mL) and added to the reaction mixture. After 3 h the test tube was placed in a freezer (-22C) for 30 minutes to facilitate the overall precipitation of final product Scg. The product was filtered under vacuum and washed with cold MeOH (2 mL). Final squaramide Scg was obtained as a white solid in 77% yield.

Reference： [1]Patent: WO2016/5407,2016,A1 .Location in patent: Page/Page column 10; 12; 41

33
[ 885677-91-8 ]
[ 768-94-5 ]
[ 5222-73-1 ]
C₂₅H₃₇N₃O₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%		General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.

Reference： [1]Patent: WO2016/5407,2016,A1 .Location in patent: Page/Page column 10; 14; 41

34
[ 885677-91-8 ]
[ 5222-73-1 ]
(R)-2'-methoxy-[1,1'-binaphthalen]-2-amine [ No CAS ]
3-(((R)-2’-methoxy-[1,1'-binaphthalen]-2-yl)amino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
31%		General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.

Reference： [1]Patent: WO2016/5407,2016,A1 .Location in patent: Page/Page column 14; 15; 41; 55; 56

35
[ 885677-91-8 ]
[ 137848-29-4 ]
[ 5222-73-1 ]
3-(((S)-2'-hydroxy-[1,1'-binaphthalen]-2-yl)amino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
58%		General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.

Reference： [1]Patent: WO2016/5407,2016,A1 .Location in patent: Page/Page column 14; 15; 41; 54

36
[ 885677-91-8 ]
[ 91-59-8 ]
[ 5222-73-1 ]
3-(naphthalen-2-ylamino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%		General procedure: To a mixture of 3,4-dimethoxy-3-cyclobutene-1 ,2-dione (Ia) (0.2 mmol) in MeOH (0.25- 1 mL) the amine 2a-m was firstly added at room temperature. After the correspondingreaction time (ti) (see Table I), the amine 4a-n (0.2 mmol) was then added with MeOH (1.75-1 mL). After the corresponding reaction time (t2) (see Table I and Table Ibis), the product was purified by filtration or by column chromatography. Yields are reported in Table I and Table Ibis and pure compounds were obtained as stable solids.

Reference： [1]Patent: WO2016/5407,2016,A1 .Location in patent: Page/Page column 14; 16; 41; 56

37
[ 885677-91-8 ]
C₂₅H₁₇NO₄ [ No CAS ]
3-(((S)-2'-hydroxy-[1,1'-binaphthalen]-2-yl)amino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2016,vol. 358,p. 1801 - 1809

38
[ 885677-91-8 ]
C₂₆H₁₉NO₄ [ No CAS ]
3-(((R)-2'-methoxy-[1,1'-binaphthalen]-2-yl)amino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2016,vol. 358,p. 1801 - 1809

39
[ 885677-91-8 ]
3-methoxy-4-(2-naphthalenylamino)-3-cyclobutene-1,2-dione [ No CAS ]
3-(naphthalen-2-ylamino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2016,vol. 358,p. 1801 - 1809

40
[ 885677-91-8 ]
[ 1258551-08-4 ]
C₂₆H₁₂O₆S₂ [ No CAS ]
C₅₃H₅₉N₅O₇S₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2016,vol. 138,p. 7876 - 7879

41
[ 885677-91-8 ]
[ 1258551-08-4 ]
C₂₆H₁₂O₆S₂ [ No CAS ]
C₄₈H₅₁N₅O₅S₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2016,vol. 138,p. 7876 - 7879

42
[ 1611474-51-1 ]
[ 885677-91-8 ]

Yield	Reaction Conditions	Operation in experiment
	With trifluoroacetic acid; In dichloromethane; for 24h;Inert atmosphere;	Tert-butyl (1R,2R)-2-(piperidin-1-yl)cyclohexylcarbamate S6 (560 mg, 1.98 mmol) was dissolved into 1 mL DCM. Then excessamount of TFA (1 mL) was added into reaction mixture. This mixture was stirred 24 hoursuntil finishing the all starting material to get literature known (1R,2R)-2-(piperidin-1-yl)cyclohexanamine S71.

Reference： [1]Synlett,2017,vol. 28,p. 1278 - 1281
[2]European Journal of Organic Chemistry,2018,vol. 2018,p. 99 - 103
[3]Catalysis science and technology,2018,vol. 8,p. 4358 - 4363

43
2-((1R,2R)-2-(piperidin-1-yl)cyclohexyl)isoindoline-1,3-dione [ No CAS ]
[ 885677-91-8 ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 5297 - 5300

44
[ 885677-91-8 ]
[ 636601-12-2 ]
C₂₂H₂₉N₃O₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 5297 - 5300

45
[ 885677-91-8 ]
[ 622-78-6 ]
C₂₀H₃₀N₂S [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 5297 - 5300

46
[ 885677-91-8 ]
3-(benzylamino)-4-butoxycyclobut-3-ene-1,2-dithione [ No CAS ]
3-(benzylamino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dithione [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 5297 - 5300

47
[ 885677-91-8 ]
3-butoxy-4-(phenethylamino)cyclobut-3-ene-1,2-dithione [ No CAS ]
C₂₃H₃₁N₃S₂ [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 5297 - 5300

48
[ 438588-60-4 ]
[ 885677-91-8 ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 5297 - 5300

49
[ 111-24-0 ]
[ 885677-91-8 ]

Reference： [1]Journal of the American Chemical Society,2017,vol. 139,p. 5297 - 5300

50
[ 885677-91-8 ]
3-(benzylamino)-4-(cyclopentyloxy)cyclobut-3-ene-1,2-dithione [ No CAS ]
3-(benzylamino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dithione [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 514 - 517

51
[ 885677-91-8 ]
3-(cyclopentyloxy)-4-(phenylamino)cyclobut-3-ene-1,2-dithione [ No CAS ]
3-(phenylamino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dithione [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 514 - 517

52
[ 885677-91-8 ]
3-(cyclopentyloxy)-4-((4-methoxyphenyl)amino)cyclobut-3-ene-1,2-dithione [ No CAS ]
3-((4-methoxyphenyl)amino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dithione [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 514 - 517

53
[ 885677-91-8 ]
3-((3,5-bis(trifluoromethyl)phenyl)amino)-4-(cyclopentyloxy)cyclobut-3-ene-1,2-dithione [ No CAS ]
3-((3,5-bis(trifluoromethyl)phenyl)amino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dithione [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 514 - 517

54
[ 885677-91-8 ]
C₂₀H₂₈N₂O₇Si [ No CAS ]
3-(((1S,2S)-3-((tert-butyldimethylsilyl)oxy)-1-hydroxy-1-(4-nitrophenyl)propan-2-yl)amino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2018,vol. 2018,p. 99 - 103

55
[ 146504-07-6 ]
[ 885677-91-8 ]

Reference： [1]European Journal of Organic Chemistry,2018,vol. 2018,p. 99 - 103
[2]Catalysis science and technology,2018,vol. 8,p. 4358 - 4363

56
[ 885677-91-8 ]
(S)-3-(((2,2'-dihydroxy-1,1'-binaphthalen-3-yl)methyl)amino)-4-methoxycyclobut-3-ene-1,2-dione [ No CAS ]
C₃₆H₃₇N₃O₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	In methanol; at 20℃;	Binol squarate 11 (325 mg, 0.76 mmol) and <strong>[885677-91-8](1R,2R)-2-(piperidin-1-yl)cyclohexan-1-amine</strong> ((R,R)-12,167 mg, 0.92 mmol) was dissolved in MeOH (4 mL) and stirred at r.t. for 2 d. The crude product waspurified by flash chromatography (CH2Cl2/MeOH, 90:10). The product C8 was obtained as a yellowsolid (320 mg, 73%). 1H NMR (600 MHz, DMSO-d6) delta: 9.39 (br s, 1H), 8.44 (br s, 1H), 7.89 (d, J =8.9 Hz, 1H), 7.86 (d, J = 8.0 Hz, 1H), 7.83 - 7.76 (m, 2H), 7.33 (d, J = 8.9 Hz, 1H), 7.26 - 7.21 (m,2H), 7.18 - 7.12 (m, 2H), 6.88 (d, J = 8.4 Hz, 1H), 6.82 (d, J = 8.5 Hz, 1H), 4.96 (d, J = 5.3 Hz, 2H),3.83 (br s, 1H), 2.62 (s, 2H), 2.25 (d, J = 25.2 Hz, 2H), 2.04 (d, J = 14.4 Hz, 1H), 1.86 - 1.57 (m, 3H),1.12-1.40 (m, 10H). 13C NMR (151 MHz, DMSO-d6) delta: 182.8, 182.6, 168.7, 167.9, 154.4, 151.3,134.8, 133.8, 129.9, 128.9, 128.8, 128.5, 128.5, 128.0, 127.1, 126.5, 126.2, 124.8, 124.5, 123.3, 122.8,119.2, 116.6, 113.9, 60.2, 55.4, 54.2, 49.8, 49.6, 43.8, 34.9, 26.8, 25.0, 24.0. HRMS (m/z): [M+H]+calcd for C36H37N3O4, 576.2818; found 576.2859. mp 140 C (decomp.) [alpha]D20 = -3.94 (c = 0.5,DMSO)

Reference： [1]Beilstein Journal of Organic Chemistry,2018,vol. 14,p. 553 - 559

57
[ 320778-89-0 ]
[ 885677-91-8 ]

Reference： [1]Beilstein Journal of Organic Chemistry,2018,vol. 14,p. 553 - 559

58
[ 885677-91-8 ]
4-isothiocyanato-2,6-dichloro-1-((4-vinylbenzyl)oxy)-benzene [ No CAS ]
1-(3,5-dichloro-4-((4-vinylbenzyl)oxy)phenyl)-3-((1R,2R)-2-(piperidin-1-yl)cyclohexyl)thiourea [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 5546 - 5557

59
[ 885677-91-8 ]
3-((3,5-dichloro-4-((4-vinylbenzyl)oxy)phenyl)amino)-4-ethoxycyclobut-3-ene-1,2-dione [ No CAS ]
3-((3,5-dichloro-4-((4-vinylbenzyl)oxy)phenyl)amino)-4-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 5546 - 5557

60
[ 885677-91-8 ]
4,4'-(((1R,2R)-1,2-di(pyridin-2-yl)ethane-1,2-diyl)bis(azanediyl))bis(3-methoxycyclobut-3-ene-1,2-dione) [ No CAS ]
(R,R)-4,4'-(((1R,2R)-1,2-di(pyridin-2-yl)ethane-1,2-diyl)bis(azanediyl))bis(3-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	In methanol; at 20℃;	General procedure: Compound 4, 5 or 6 (1.85mmol) was added to the solution of 2-(piperidin-1-yl)cyclohexanamine 7 (0.69g, 3.77mmol) in MeOH (2mL). After stirring at room temperature for 20h, the precipitate was filtered, washed with Et2O (3×10mL) and dried under reduced pressure (10Torr) to afford corresponding product 8, 9 or 10. (R,R)-4,4'-(((1R,2R)-1,2-di(pyridin-2-yl)ethane-1,2-diyl)bis(azanediyl))bis(3-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione) (8a) (0021) Light yellow solid (1.2g, 88%). Mp: >230C dec. 1H NMR (500MHz, DMSO-d6): delta 8.53 (s, 2H), 7.85 (s, 2H), 7.55 (s, 2H), 7.37-7.18 (m, 4H), 6.99 (s, 2H), 5.94 (s, 2H), 3.80 (s, 2H), 2.23-2.07 (m, 7H), 1.69 (m, 6H), 1.18 (s, 16H). 13C NMR (75MHz, DMSO-d6): delta 183.4, 182.4, 169.3, 167.6, 157.9, 149.8, 137.2, 123.6, 123.3, 68.9, 62.3, 54.3, 49.7, 34.7, 26.5, 25.3, 25.0, 24.8, 24.1. IR (KBr): =1459, 1655, 1797, 2345, 2366, 2932, 3163, 3448cm-1. HRMS (ESI): m/z M+H+ calcd for C42H55N8O4+ 735.4341, found 735.4370

Reference： [1]Tetrahedron,2018,vol. 74,p. 4769 - 4776

61
[ 885677-91-8 ]
4,4'-(((1S,2S)-1,2-di(pyridin-2-yl)ethane-1,2-diyl)bis(azanediyl))bis(3-methoxycyclobut-3-ene-1,2-dione) [ No CAS ]
(R,R)-4,4'-(((1S,2S)-1,2-di(pyridin-2-yl)ethane-1,2-diyl)bis(azanediyl))bis(3-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	In methanol; at 20℃;	General procedure: Compound 4, 5 or 6 (1.85mmol) was added to the solution of 2-(piperidin-1-yl)cyclohexanamine 7 (0.69g, 3.77mmol) in MeOH (2mL). After stirring at room temperature for 20h, the precipitate was filtered, washed with Et2O (3×10mL) and dried under reduced pressure (10Torr) to afford corresponding product 8, 9 or 10.

Reference： [1]Tetrahedron,2018,vol. 74,p. 4769 - 4776

62
[ 885677-91-8 ]
4,4'-(((1R,2R)-1,2-diphenylethane-1,2-diyl)bis(azanediyl))bis(3-methoxycyclobut-3-ene-1,2-dione) [ No CAS ]
(R,R)-4,4'-(((1R,2R)-1,2-diphenylethane-1,2-diyl)bis(azanediyl))bis(3-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	In methanol; at 20℃;	General procedure: Compound 4, 5 or 6 (1.85mmol) was added to the solution of 2-(piperidin-1-yl)cyclohexanamine 7 (0.69g, 3.77mmol) in MeOH (2mL). After stirring at room temperature for 20h, the precipitate was filtered, washed with Et2O (3×10mL) and dried under reduced pressure (10Torr) to afford corresponding product 8, 9 or 10.

Reference： [1]Tetrahedron,2018,vol. 74,p. 4769 - 4776

63
[ 885677-91-8 ]
4,4'-(((1S,2S)-1,2-diphenylethane-1,2-diyl)bis(azanediyl))bis(3-methoxycyclobut-3-ene-1,2-dione) [ No CAS ]
(R,R)-4,4'-(((1S,2S)-1,2-diphenylethane-1,2-diyl)bis(azanediyl))bis(3-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	In methanol; at 20℃;	General procedure: Compound 4, 5 or 6 (1.85mmol) was added to the solution of 2-(piperidin-1-yl)cyclohexanamine 7 (0.69g, 3.77mmol) in MeOH (2mL). After stirring at room temperature for 20h, the precipitate was filtered, washed with Et2O (3×10mL) and dried under reduced pressure (10Torr) to afford corresponding product 8, 9 or 10.

Reference： [1]Tetrahedron,2018,vol. 74,p. 4769 - 4776

64
[ 885677-91-8 ]
4,4'-((1R,2R)-cyclohexane-1,2-diylbis(azanediyl))bis(3-methoxycyclobut-3-ene-1,2-dione) [ No CAS ]
(R,R)-4,4'-((1R,2R)-cyclohexane-1,2-diylbis(azanediyl))bis(3-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	In methanol; at 20℃;	General procedure: Compound 4, 5 or 6 (1.85mmol) was added to the solution of 2-(piperidin-1-yl)cyclohexanamine 7 (0.69g, 3.77mmol) in MeOH (2mL). After stirring at room temperature for 20h, the precipitate was filtered, washed with Et2O (3×10mL) and dried under reduced pressure (10Torr) to afford corresponding product 8, 9 or 10.

Reference： [1]Tetrahedron,2018,vol. 74,p. 4769 - 4776

65
[ 885677-91-8 ]
4,4'-((1S,2S)-cyclohexane-1,2-diylbis(azanediyl))bis(3-methoxycyclobut-3-ene-1,2-dione) [ No CAS ]
(R,R)-4,4'-((1S,2S)-cyclohexane-1,2-diylbis(azanediyl))bis(3-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	In methanol; at 20℃;	General procedure: Compound 4, 5 or 6 (1.85mmol) was added to the solution of 2-(piperidin-1-yl)cyclohexanamine 7 (0.69g, 3.77mmol) in MeOH (2mL). After stirring at room temperature for 20h, the precipitate was filtered, washed with Et2O (3×10mL) and dried under reduced pressure (10Torr) to afford corresponding product 8, 9 or 10.

Reference： [1]Tetrahedron,2018,vol. 74,p. 4769 - 4776

66
[ 885677-91-8 ]
C₃₂H₂₄N₂O₆ [ No CAS ]
(R,R)-4,4'-(((1R,2R)-1,2-di(naphthalen-1-yl)ethane-1,2-diyl)bis(azanediyl))bis(3-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione) [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2018,vol. 16,p. 9314 - 9318

67
[ 885677-91-8 ]
C₃₀H₂₂N₄O₆ [ No CAS ]
(R,R)-4,4'-(((1R,2R)-1,2-di(quinolin-8-yl)ethane-1,2-diyl)bis(azanediyl))bis(3-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione) [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2018,vol. 16,p. 9314 - 9318

68
[ 885677-91-8 ]
C₃₀H₂₂N₄O₆ [ No CAS ]
(R,R)-4,4'-(((1S,2S)-1,2-di(quinolin-8-yl)ethane-1,2-diyl)bis(azanediyl))bis(3-(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione) [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2018,vol. 16,p. 9314 - 9318

69
[ 885677-91-8 ]
[ 5222-73-1 ]
3,4-bis(((1R,2R)-2-(piperidin-1-yl)cyclohexyl)amino)cyclobut-3-ene-1,2-dione [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2019,vol. 84,p. 4304 - 4311

70
[ 885677-91-8 ]
(R,R)-4,5-dimethyl-1-[2-(piperidin-1-yl)cyclohexyl]-1H-imidazole 3-oxide [ No CAS ]