[ CAS No. 137102-30-8 ] {[proInfo.proName]}

Name: 137102-30-8|(S)-tert-Butyl (2-amino-1-phenylethyl)carbamate|98%
Brand: Ambeed
SKU: A832123
Rating: 90 (29 reviews)

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Quality Control of [ 137102-30-8 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 137102-30-8 ]

Product Details of [ 137102-30-8 ]

CAS No. :	137102-30-8	MDL No. :	MFCD09885895
Formula :	C₁₃H₂₀N₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	IJALRZPKODHZOR-LLVKDONJSA-N
M.W :	236.31	Pubchem ID :	24256545
Synonyms :

Safety of [ 137102-30-8 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338-P310	UN#:	N/A
Hazard Statements:	H302-H315-H319-H332-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 137102-30-8 ]

* 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.

Upstream synthesis route of [ 137102-30-8 ]
Downstream synthetic route of [ 137102-30-8 ]

[ 137102-30-8 ] Synthesis Path-Upstream 1~20

1
[ 479687-23-5 ]
[ 137102-30-8 ]

Reference： [1] Patent: US2017/57911, 2017, A1, . Location in patent: Paragraph 0060; 0065; 0066

2
[ 137102-29-5 ]
[ 137102-30-8 ]

Reference： [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 29, p. 5613 - 5619
[2] Journal of Medicinal Chemistry, 1994, vol. 37, # 12, p. 1810 - 1822
[3] Journal of Medicinal Chemistry, 2018, vol. 61, # 8, p. 3325 - 3349

3
[ 155396-71-7 ]
[ 137102-30-8 ]

Reference： [1] Organic Letters, 2012, vol. 14, # 3, p. 704 - 707
[2] Tetrahedron, 2013, vol. 69, # 25, p. 5104 - 5111
[3] Tetrahedron, 2013, vol. 69, # 25, p. 5104 - 5111
[4] Organic and Biomolecular Chemistry, 2017, vol. 15, # 43, p. 9234 - 9242
[5] Organic and Biomolecular Chemistry, 2017, vol. 15, # 43, p. 9234 - 9242

4
[ 24424-99-5 ]
[ 137102-30-8 ]

Reference： [1] Journal of Medicinal Chemistry, 1994, vol. 37, # 12, p. 1810 - 1822
[2] Synthesis (Germany), 2018, vol. 50, # 7, p. 1430 - 1438
[3] Journal of Medicinal Chemistry, 2018, vol. 61, # 8, p. 3325 - 3349

5
[ 117049-14-6 ]
[ 137102-30-8 ]

Reference： [1] Journal of Medicinal Chemistry, 1994, vol. 37, # 12, p. 1810 - 1822
[2] Organic and Biomolecular Chemistry, 2012, vol. 10, # 29, p. 5613 - 5619
[3] Journal of Medicinal Chemistry, 2018, vol. 61, # 8, p. 3325 - 3349

6
[ 110143-62-9 ]
[ 137102-30-8 ]

7
[ 1242073-15-9 ]
[ 137102-30-8 ]

Reference： [1] Advanced Synthesis and Catalysis, 2010, vol. 352, # 7, p. 1113 - 1118

8
[ 201730-83-8 ]
[ 137102-30-8 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 18, p. 3096 - 3106
[2] Tetrahedron Letters, 1998, vol. 39, # 5-6, p. 497 - 500

9
[ 201730-84-9 ]
[ 137102-30-8 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 18, p. 3096 - 3106
[2] Tetrahedron Letters, 1998, vol. 39, # 5-6, p. 497 - 500

10
[ 941602-11-5 ]
[ 137102-65-9 ]
[ 137102-30-8 ]

Reference： [1] Chemistry - A European Journal, 2006, vol. 12, # 2, p. 466 - 476

11
[ 20989-17-7 ]
[ 137102-30-8 ]

Reference： [1] Journal of Medicinal Chemistry, 1994, vol. 37, # 12, p. 1810 - 1822
[2] Journal of Medicinal Chemistry, 2018, vol. 61, # 8, p. 3325 - 3349

12
[ 182160-14-1 ]
[ 137102-30-8 ]

Reference： [1] Tetrahedron Letters, 1998, vol. 39, # 5-6, p. 497 - 500

13
[ 177723-19-2 ]
[ 137102-30-8 ]

Reference： [1] Tetrahedron, 2010, vol. 66, # 34, p. 6718 - 6724

14
[ 2900-27-8 ]
[ 137102-30-8 ]

Reference： [1] Organic and Biomolecular Chemistry, 2012, vol. 10, # 29, p. 5613 - 5619

15
[ 100-52-7 ]
[ 137102-30-8 ]

Reference： [1] Tetrahedron, 2013, vol. 69, # 25, p. 5104 - 5111
[2] Tetrahedron, 2013, vol. 69, # 25, p. 5104 - 5111
[3] Synthesis (Germany), 2018, vol. 50, # 7, p. 1430 - 1438

16
[ 312532-37-9 ]
[ 137102-30-8 ]

Reference： [1] Tetrahedron Letters, 1998, vol. 39, # 5-6, p. 497 - 500

17
[ 4248-19-5 ]
[ 137102-30-8 ]

Reference： [1] Tetrahedron, 2013, vol. 69, # 25, p. 5104 - 5111
[2] Tetrahedron, 2013, vol. 69, # 25, p. 5104 - 5111

18
[ 73025-50-0 ]
[ 137102-30-8 ]

Reference： [1] Synthesis (Germany), 2018, vol. 50, # 7, p. 1430 - 1438

19
[ 102-96-5 ]
[ 137102-30-8 ]

Reference： [1] Synthesis (Germany), 2018, vol. 50, # 7, p. 1430 - 1438

20
[ 312532-37-9 ]
[ 137102-30-8 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1, 2000, # 18, p. 3096 - 3106

[ 137102-30-8 ] Synthesis Path-Downstream 1~85

1
[ 28178-42-9 ]
[ 137102-30-8 ]
(S)-(+)-N-<2,6-bis(1-methylethyl)phenyl>-N'-<2-<(butoxycarbonyl)amino>-2-phenylethyl>urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

2
[ 137102-29-5 ]
[ 137102-30-8 ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 5613 - 5619
[2]Angewandte Chemie - International Edition,2020,vol. 59,p. 7472 - 7477
Angew. Chem.,2020,vol. 132,p. 7542 - 7547,6
[3]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822
[4]Journal of Medicinal Chemistry,2018,vol. 61,p. 3325 - 3349

3
[ 137102-30-8 ]
2-(boc-oxyimino)-2-phenylacetonitrile [ No CAS ]
((S)-2-tert-Butoxycarbonylamino-2-phenyl-ethyl)-carbamic acid tert-butyl ester [ No CAS ]

Reference： [1]Tetrahedron Letters,1998,vol. 39,p. 497 - 500

4
[ 312532-37-9 ]
[ 137102-30-8 ]

Reference： [1]Tetrahedron Letters,1998,vol. 39,p. 497 - 500

5
[ 312532-37-9 ]
[ 137102-30-8 ]
(S)-2-(1-hydroxy-2,2-dimethylpropyl)quinazolin-4(3H)-one [ No CAS ]

Reference： [1]Journal of the Chemical Society. Perkin Transactions 1 (2001),2000,p. 3096 - 3106

6
[ 201730-83-8 ]
[ 137102-30-8 ]

Reference： [1]Journal of the Chemical Society. Perkin Transactions 1 (2001),2000,p. 3096 - 3106
[2]Tetrahedron Letters,1998,vol. 39,p. 497 - 500

7
3-((S)-2-Amino-2-phenyl-ethylamino)-2-((S)-1-hydroxy-2,2-dimethyl-propyl)-3H-quinazolin-4-one [ No CAS ]
[ 137102-30-8 ]

Reference： [1]Journal of the Chemical Society. Perkin Transactions 1 (2001),2000,p. 3096 - 3106
[2]Tetrahedron Letters,1998,vol. 39,p. 497 - 500

8
[ 201730-84-9 ]
[ 137102-30-8 ]

Reference： [1]Journal of the Chemical Society. Perkin Transactions 1 (2001),2000,p. 3096 - 3106
[2]Tetrahedron Letters,1998,vol. 39,p. 497 - 500

9
2-((S)-1-Hydroxy-2,2-dimethyl-propyl)-3-((1S,2S)-2-phenyl-aziridin-1-yl)-3H-quinazolin-4-one [ No CAS ]
[ 137102-30-8 ]

Reference： [1]Journal of the Chemical Society. Perkin Transactions 1 (2001),2000,p. 3096 - 3106

10
[ 182160-14-1 ]
[ 137102-30-8 ]

Reference： [1]Tetrahedron Letters,1998,vol. 39,p. 497 - 500

11
[ 24424-99-5 ]
[ 137102-30-8 ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822
[2]Synthesis,2018,vol. 50,p. 1430 - 1438
[3]Journal of Medicinal Chemistry,2018,vol. 61,p. 3325 - 3349
[4]Angewandte Chemie - International Edition,2020,vol. 59,p. 7472 - 7477
Angew. Chem.,2020,vol. 132,p. 7542 - 7547,6

12
[ 117049-14-6 ]
[ 137102-30-8 ]

13
[ 20989-17-7 ]
[ 137102-30-8 ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822
[2]Journal of Medicinal Chemistry,2018,vol. 61,p. 3325 - 3349
[3]Angewandte Chemie - International Edition,2020,vol. 59,p. 7472 - 7477
Angew. Chem.,2020,vol. 132,p. 7542 - 7547,6

14
[ 110143-62-9 ]
[ 137102-30-8 ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822
[2]Organic and Biomolecular Chemistry,2012,vol. 10,p. 5613 - 5619
[3]Journal of Medicinal Chemistry,2018,vol. 61,p. 3325 - 3349
[4]Angewandte Chemie - International Edition,2020,vol. 59,p. 7472 - 7477
Angew. Chem.,2020,vol. 132,p. 7542 - 7547,6

15
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-((S)-2-phenyl-2-[1-pyridin-2-yl-meth-(E)-ylidene]-amino}-ethyl)-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

16
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-((S)-2-phenyl-2-[1-pyridin-3-yl-meth-(E)-ylidene]-amino}-ethyl)-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

17
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-((S)-2-phenyl-2-[1-pyridin-4-yl-meth-(E)-ylidene]-amino}-ethyl)-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

18
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-((S)-2-phenyl-2-[1-thiophen-2-yl-meth-(E)-ylidene]-amino}-ethyl)-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

19
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-{(S)-2-phenyl-2-[(pyridin-2-ylmethyl)-amino]-ethyl}-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

20
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-{(S)-2-phenyl-2-[(pyridin-3-ylmethyl)-amino]-ethyl}-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

21
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-{(S)-2-phenyl-2-[(pyridin-4-ylmethyl)-amino]-ethyl}-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

22
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-{(S)-2-phenyl-2-[(thiophen-2-ylmethyl)-amino]-ethyl}-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

23
[ 137102-30-8 ]
(S)-(+)-N-<2,6-bis(1-methylethyl)phenyl>-N'-<2-amino-2-phenylethyl>urea hydrochloride [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

24
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-((S)-2-phenyl-2-[1-phenyl-meth-(E)-ylidene]-amino}-ethyl)-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

25
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-((S)-2-[1-furan-2-yl-meth-(E)-ylidene]-amino}-2-phenyl-ethyl)-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

26
[ 137102-30-8 ]
1-((S)-2-Benzylamino-2-phenyl-ethyl)-3-(2,6-diisopropyl-phenyl)-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

27
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-((S)-2-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-2-phenyl-ethyl)-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

28
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-{(S)-2-[(furan-2-ylmethyl)-amino]-2-phenyl-ethyl}-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

29
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-((S)-2-[1-(4-dimethylamino-phenyl)-meth-(E)-ylidene]-amino}-2-phenyl-ethyl)-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

30
[ 137102-30-8 ]
(S)-(+)-N-<2,6-bis(1-methylethyl)phenyl>-N'-<2-<<(4-methoxyphenyl)methyl>amino>-2-phenylethyl>urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

31
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-[(R)-2-(4-dimethylamino-benzylamino)-2-phenyl-ethyl]-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

32
[ 137102-30-8 ]
1-(2,6-Diisopropyl-phenyl)-3-[(S)-2-(4-dimethylamino-benzylamino)-2-phenyl-ethyl]-urea [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,1994,vol. 37,p. 1810 - 1822

33
[ 941602-11-5 ]
[ 137102-65-9 ]
[ 137102-30-8 ]

Reference： [1]Chemistry - A European Journal,2006,vol. 12,p. 466 - 476

34
[ 1242073-15-9 ]
[ 137102-30-8 ]

Reference： [1]Advanced Synthesis and Catalysis,2010,vol. 352,p. 1113 - 1118

35
[ 98-59-9 ]
[ 137102-30-8 ]
[ 662143-00-2 ]

Reference： [1]Advanced Synthesis and Catalysis,2010,vol. 352,p. 1113 - 1118

36
[ 64-18-6 ]
[ 137102-30-8 ]
[ 1245908-76-2 ]

Reference： [1]Tetrahedron,2010,vol. 66,p. 6718 - 6724

37
[ 177723-19-2 ]
[ 137102-30-8 ]

Reference： [1]Tetrahedron,2010,vol. 66,p. 6718 - 6724

38
[ 108-24-7 ]
[ 137102-30-8 ]
[ 1354694-87-3 ]

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 9234 - 9242
[2]Organic Letters,2012,vol. 14,p. 704 - 707

39
[ 155396-71-7 ]
[ 137102-30-8 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 704 - 707
[2]Tetrahedron,2013,vol. 69,p. 5104 - 5111
[3]Tetrahedron,2013,vol. 69,p. 5104 - 5111
[4]Organic and Biomolecular Chemistry,2017,vol. 15,p. 9234 - 9242
[5]Organic and Biomolecular Chemistry,2017,vol. 15,p. 9234 - 9242

40
tert-butyl (1S)-2-nitro-1-phenylethylcarbamate [ No CAS ]
[ 137102-30-8 ]

Yield	Reaction Conditions	Operation in experiment
75%	With hydrogen; In methanol; under 37503.8 Torr; for 5h;Flow reactor;	A 0.02 M solution of the amine 4a (0.106 g, 0.4 mmol) dissolved inMeOH (18 mL) was charged into a vial connected with the pump ofthe H-CUBE Mini, equipped with a 30-mm cartridge of Raney nickel.The instrument was previously stabilized at 50 C and 50 bar H2 andat 1 mL/min as flow rate. The reaction was run in a closed loop for 5 h.After this time, the solvent was removed in vacuo, and the crude mixturedissolved in EtOAc and washed with 5% NaOH. The crude mixturewas purified by column chromatography (silica gel, hexane/EtOAc 2:8 +1% Et3N, Rf = 0.1) to afford 6a (0.07 g, 75%) as a yellowish liquid. Allanalytical data are in agreement with the literature.171H NMR (300 MHz, CDCl3): delta = 7.36-7.24 (m, 5 H, Ph), 5.43 (br s, 1 H,CHNHAc), 4.66 (br s, 1 H, CHNHAc), 3.00 (d, 2 H, CH2NH2), 1.42 (s, 9 H,CCH3).
	With acetic acid; sodium nitrite; In dimethyl sulfoxide; at 40℃; for 24h;	According to the reported methods3: A solution of nitro compound 1a (5.0 mmol, 1.3 g, 89% ee), sodium notrite (700 mg, 10 mmol), and acetic acid (50 mmol) in DMSO (30 mL) was heated at 40 oC for 1d. After cooling at RT, 1.0 M HCl (50 mL) was added and the aqueous phase was extracted with DCM, dried over MgSO4, and concentrated under reduced pressure. The crude product was purified by flash column chromatography, then the product was dissolved into DCM and added TFA, the mixture was stirred for 24h, then sat.aq. Na2CO3 was added and until pH = 9, the aqueous layer was extracted with DCM, then the combined organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was dissolved in a solution of THF/NaBH4(3 equiv.), then a mixture of I2 in THF was added portionwise over 1h at 0oC, when finished, the solution was refluxed for 18h, then cooled to RT., Methanol and aqueous NaOH (20%) was added, and extraced by DCM, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product, Et3N(2.5 equiv.), CS2(3 equiv.) and DMSO were placed into a reaction vessel, then warmed to 100 oC and irradated by 40 W of power for 2h, when the reaction was completed, water were added and the resulting mixture extracted with EtOAc, and dried over Na2SO4, and concerntrated, then purified by a silica gel chromatographic column to afford 5.

Reference： [1]Organic Letters,2012,vol. 14,p. 704 - 707
[2]Organic and Biomolecular Chemistry,2017,vol. 15,p. 9234 - 9242
[3]Synthesis,2018,vol. 50,p. 1430 - 1438
[4]Tetrahedron,2013,vol. 69,p. 5104 - 5111

41
[ 2900-27-8 ]
[ 137102-30-8 ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 5613 - 5619

42
[ 71989-31-6 ]
[ 137102-30-8 ]
[ 1390672-77-1 ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 5613 - 5619

43
[ 137102-30-8 ]
[ 1390672-78-2 ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 5613 - 5619

44
[ 137102-30-8 ]
[ 1390672-79-3 ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 5613 - 5619

45
[ 137102-30-8 ]
[ 1390672-80-6 ]

Reference： [1]Organic and Biomolecular Chemistry,2012,vol. 10,p. 5613 - 5619

46
[ 100-52-7 ]
[ 137102-30-8 ]

Reference： [1]Tetrahedron,2013,vol. 69,p. 5104 - 5111
[2]Tetrahedron,2013,vol. 69,p. 5104 - 5111
[3]Synthesis,2018,vol. 50,p. 1430 - 1438

47
[ 4248-19-5 ]
[ 137102-30-8 ]

Reference： [1]Tetrahedron,2013,vol. 69,p. 5104 - 5111
[2]Tetrahedron,2013,vol. 69,p. 5104 - 5111

48
[ 137102-30-8 ]
[ 62779-70-8 ]

Yield	Reaction Conditions	Operation in experiment
	With trifluoroacetic acid; In dichloromethane; for 24h;	According to the reported methods3: A solution of nitro compound 1a (5.0 mmol, 1.3 g, 89% ee), sodium notrite (700 mg, 10 mmol), and acetic acid (50 mmol) in DMSO (30 mL) was heated at 40 oC for 1d. After cooling at RT, 1.0 M HCl (50 mL) was added and the aqueous phase was extracted with DCM, dried over MgSO4, and concentrated under reduced pressure. The crude product was purified by flash column chromatography, then the product was dissolved into DCM and added TFA, the mixture was stirred for 24h, then sat.aq. Na2CO3 was added and until pH = 9, the aqueous layer was extracted with DCM, then the combined organic phase was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was dissolved in a solution of THF/NaBH4(3 equiv.), then a mixture of I2 in THF was added portionwise over 1h at 0oC, when finished, the solution was refluxed for 18h, then cooled to RT., Methanol and aqueous NaOH (20%) was added, and extraced by DCM, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product, Et3N(2.5 equiv.), CS2(3 equiv.) and DMSO were placed into a reaction vessel, then warmed to 100 oC and irradated by 40 W of power for 2h, when the reaction was completed, water were added and the resulting mixture extracted with EtOAc, and dried over Na2SO4, and concerntrated, then purified by a silica gel chromatographic column to afford 5.

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 9234 - 9242
[2]Tetrahedron,2013,vol. 69,p. 5104 - 5111

49
[ 137102-30-8 ]
C₈H₁₀IN [ No CAS ]

Reference： [1]Tetrahedron,2013,vol. 69,p. 5104 - 5111

50
[ 137102-30-8 ]
[ 185137-29-5 ]

Reference： [1]Tetrahedron,2013,vol. 69,p. 5104 - 5111

51
[ 137102-30-8 ]
[ 1586782-07-1 ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 591 - 597

52
[ 137102-30-8 ]
[ 1568990-09-9 ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 591 - 597

53
[ 137102-30-8 ]
[ 1587045-12-2 ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 591 - 597

54
[ 137102-30-8 ]
C₃₅H₅₉N₅ [ No CAS ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 591 - 597

55
[ 137102-30-8 ]
[ 1570797-03-3 ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 591 - 597

56
[ 463-71-8 ]
[ 137102-30-8 ]
[ 1586782-05-9 ]

Reference： [1]Chemistry - A European Journal,2014,vol. 20,p. 591 - 597

57
[ 14080-59-2 ]
[ 137102-30-8 ]
(S)-N₁-tert-butoxycarbonyl-1-phenyl-N₂-thieno[2,3-d]pyrimidin-4-yl-1,2-ethanediamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
7%	With sodium hydroxide; In tetrahydrofuran; for 6h;Reflux;	To a tetrahydrofuran (15 ml) solution of 4-chlorothieno [2,3-d] pyrimidine (200 mg, 1.17 mmol)(S) -N 1 -Boc-1-phenyl-1,2-ethanediamine(552 mg, 2.34 mmol) and sodium hydroxide(0.94 g, 2.34 mmol) was added, followed by heating under reflux for 6 hours.After distilling off the solvent of the reaction solution under reduced pressure, ethyl acetate (20 ml) was added to the residue,And distilled water (15 ml) were added and extracted. Further, the aqueous layer was extracted twice with ethyl acetate (15 ml). The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography(Hexane: ethyl acetate = 3: 1 - 2: 1)(S) -N 1-BOC-1-phenyl-N 2 -thieno [2,3-d]Pyrimidin-4-yl-1,2-ethanediamine (31 mg, 7%)As a milky white solid.

Reference： [1]Patent: JP5765650,2015,B2 .Location in patent: Paragraph 0078

58
[ 479687-23-5 ]
[ 137102-30-8 ]

Yield	Reaction Conditions	Operation in experiment
		Concentrated ammonium hydroxide (4.0 mL) was added to a 25 mL round bottom flask containing 0.081 g of tert-butyl (S)-4-phenyl-1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide and a magnetic stir bar. The slurry was stirred (partially dissolved) for 3 h. After cooling the reaction mixture in an ice bath, 6 mL of concentrated hydrochloric acid was added over 10 min. More white precipitate formed and after stirring 2.5 h in the ice bath the mixture was made basic by the addition of 4 mL of 50% aqueous sodium hydroxide solution. The mixture was approximately pH 11 (pH test strips) with less suspended solids present. An additional 10 mL of water was added and the mixture was extracted twice with 15 mL of CH2Cl2. The combined organic layers were extracted with 20 mL of water, then with 10 mL of saturated aqueous sodium chloride, and dried over sodium sulfate. The sodium sulfate was removed by filtration and the solvent was evaporated by rotary evaporation under vacuum to give the product. MS (ESI): m/z 237 (40%, MH+ for product), 181 (100%, -56, -isobutylene).

Reference： [1]Patent: US2017/57911,2017,A1 .Location in patent: Paragraph 0060; 0065; 0066

59
[ 137102-30-8 ]
(1R,2S,5R)-N-((S)-2-(2-(dimethylamino)acetamido)-2-phenylethyl)-2-isopropyl-5-methylcyclohexane-1-carboxamide [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

60
[ 137102-30-8 ]
2-(((S)-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carboxamido)-1-phenylethyl)amino)-N,N,N-trimethyl-2-oxoethan-1-aminium iodide [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

61
[ 137102-30-8 ]
N-((S)-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carboxamido)-1-phenylethyl)picolinamide [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

62
[ 137102-30-8 ]
(1R,2S,5R)-N-((S)-2-amino-2-phenylethyl)-2-isopropyl-5-methylcyclohexane-1-carboxamide [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

63
[ 137102-30-8 ]
(1R,2S,5R)-N-((S)-2-acetamido-2-phenylethyl)-2-isopropyl-5-methylcyclohexane-1-carboxamide [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

64
[ 137102-30-8 ]
(1R,2S,5R)-2-isopropyl-5-methyl-N-((S)-2-palmitamido-2-phenylethyl)cyclohexane-1-carboxamide [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

65
[ 137102-30-8 ]
(1R,2S,5R)-N-((S)-2-isopropyl-5-methylcyclohexane-1-carboxamide-1-phenyethyl)benzamide [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

66
[ 137102-30-8 ]
(1R,2S,5R)-N-((S)-2-((R)-2-aminopropanamido)-2-phenylethyl)-2-isopropyl-5-methylcyclohexane-1-carboxamide [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

67
[ 137102-30-8 ]
tert-butyl ((R)-1-(((S)-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carboxamido)-1-phenylethyl)amino)-1-oxopropan-2-yl)carbamate [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

68
[ 137102-30-8 ]
(1R,1'R,2S,2'S,5R,5'R)-N,N'-((S)-1-phenylethane-1,2-diyl)bis(2-isopropyl-5-methylcyclohexane-1-carboxamide) [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

69
[ 137102-30-8 ]
(1R,2S,5R)-2-isopropyl-N-((R)-1-(((S)-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carboxamido)-1-phenylethyl)amino)-1-oxopropan-2-yl)-5-methylcyclohexane-1-carboxamide [ No CAS ]

Reference： [1]Patent: US2017/57911,2017,A1

70
[ 108235-80-9 ]
[ 137102-30-8 ]
tert-butyl ((S)-2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carboxamido)-1-phenylethyl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
3.1445 g	With triethylamine; In dichloromethane; at 5 - 20℃; under 760.051 Torr;Inert atmosphere;	A 3-neck round bottom flask equipped with a side-arm addition funnel, condenser with outlet to a Firestone valve (positive argon pressure), and magnetic stir bar was charged with (1R,2S,5R)-2-isopropyl-5-methylcyclohexane-1-carbonyl chloride (2.0273 grams, 0.010 mol) and dissolved in CH2Cl2 (14 mL) with stirring in an ice water bath under argon. (S)-tert-Butyl-2-amino-1-phenylethylcarbamate (2.3633 grams, 0.010 mol) made by conventional methods from compound B was dissolved in 10 mL of CH2Cl2 and the solution was transferred to an addition funnel making a complete transfer with 31.0 mL of CH2Cl2. Triethylamine (1.0604 g, 0.0105 mol) was added to the same addition funnel. The combined solution of amines was added drop-wise to the reaction flask at a rate to maintain a reaction temperature near 5 C. The addition funnel was rinsed with 30.5 mL of CH2Cl2. The ice water bath was removed and stirring was continued at room temperature. An additional 5 mL of CH2Cl2 was added and stirring was continued at room temperature under argon overnight. The reaction mixture was transferred to a separatory funnel along with 35 mL rinses of CH2Cl2. The CH2Cl2 solution was extracted with 1N HCl solution (250 mL), distilled H2O (3*75 mL), dried over anhydrous magnesium sulfate, vacuum filtered, and concentrated under vacuum at 28 C. The product was recovered as a white powder (3.1445 g); MS (ESI) m/z 403 (MH+).

Reference： [1]Patent: US2017/57911,2017,A1 .Location in patent: Paragraph 0060; 0077; 0078

71
tert-butyl (Z)-(2-nitro-1-phenylvinyl)carbamate [ No CAS ]
[ 137102-30-8 ]

Reference： [1]Synthesis,2018,vol. 50,p. 1430 - 1438

72
[ 73025-50-0 ]
[ 137102-30-8 ]

Reference： [1]Synthesis,2018,vol. 50,p. 1430 - 1438

73
[ 102-96-5 ]
[ 137102-30-8 ]

Reference： [1]Synthesis,2018,vol. 50,p. 1430 - 1438

74
(R)-3-((7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino)-3-(3-chlorophenyl)propanenitrile [ No CAS ]
[ 137102-30-8 ]
(R)-3-((7-(((S)-2-amino-2-phenylethyl)amino)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino)-3-(3-chlorophenyl)propanenitrile [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2018,vol. 61,p. 3325 - 3349

75
(R)-3-((7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)amino)-3-(3-chlorophenyl)propanenitrile [ No CAS ]
[ 137102-30-8 ]
C₂₈H₃₁ClN₈O₂ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2018,vol. 61,p. 3325 - 3349

76
[ 1694-92-4 ]
[ 137102-30-8 ]
tert-butyl (S)-(2-((2-nitrophenyl)sulfonamido)-1-phenylethyl)carbamate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 6541 - 6555

77
[ 137102-30-8 ]
ethyl (S,E)-4-((N-(2-((tert-butoxycarbonyl)amino)-2-phenylethyl)-2-nitrophenyl)sulfonamido)but-2-enoate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 6541 - 6555

78
[ 137102-30-8 ]
ethyl (+)-2-((2R,6S)-4-((2-nitrophenyl)sulfonyl)-6-phenylpiperazin-2-yl)acetate [ No CAS ]
ethyl (−)-2-((2S,6S)-4-((2-nitrophenyl)sulfonyl)-6-phenylpiperazin-2-yl)acetate [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 6541 - 6555

Yield	Reaction Conditions	Operation in experiment
	With hydrazine hydrate; In ethanol; at 20℃; for 2h;	General procedure: Hydrazine·monohydrate (0.076 ml) was added to an ethanol (6 ml) solution containing (S)-tert-butyl(2-((1,3-dioxoisoindolin-2-yl)butan-2-yl)carbamate (250 mg), followed by stirring at room temperature for 2 hours. The solvent was distilled away under reduced pressure, and diisopropylether was added, followed by stirring. Insoluble matter was removed. 4M hydrogen chloride/1,4-dioxane (1 ml) was added to the obtained solution, the solid precipitate was collected by filtration, and a white solid of (S)-tert-butyl(1-aminobutan-2-yl)carbamate (160 mg) was thus obtained. MS (ESI m/z): 190 (M+H)

80
[ 161833-42-7 ]
[ 3900-89-8 ]
[ 137102-30-8 ]
C₂₄H₂₆ClN₃O₃S [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,p. 1407 - 1412

81
[ 4424-25-3 ]
[ 137102-30-8 ]
tert-butyl (S)-(2-(2-isopropyl-5-methylbenzamido)-1-phenylethyl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		In a 250 mL round-bottomed flask, equipped with stir bar and N2 inlet for inert gas, 2-isopropyl-5-methylbenzoic acid (CASNo.4424-25-3, 2.5 g, 14.04 mmol) was dissolved in anhydrous CH2Cl2 (100 mL). 1 mL of DMF was added and then followed by oxalyl chloride (CASNo.79-37-8, 1.5 mL, 16.85 mmol) drop wise over 20 minutes. Copious gas evolution ensued upon addition. After the addition was complete, the reaction was stirred 24 hr at RT. After 24 hr, solid tert-butyl (S)-(2-amino-1-phenylethyl) carbamate (CASNo.137102-30-8, 3.5 g, 14.22 mmol) was added followed by triethylamine (CASNo.121-44-8, 9.8 mL, 133 mmol). The solution reaction was stirred 24 hr. The reaction contents were poured onto 500 mL H2O and the layers were separated using a 1 L separatory funnel. The organic layer was washed with brine (3*300 mL) and dried over Na2SO4. The organic layer was concentrated under vacuum (5-10 mm Hg) to provide tert-butyl (S)-(2-(2-isopropyl-5-methylbenzamido)-1-phenylethyl) carbamate as a tan solid, which was used without further purification. 2.3 g.

Reference： [1]Patent: US2019/330141,2019,A1 .Location in patent: Paragraph 0138; 0137

82
[ 137102-30-8 ]
C₂₆H₃₅N₃O₄ [ No CAS ]

Reference： [1]Patent: US2019/330141,2019,A1

83
[ 137102-30-8 ]
(S)-2-(2-isopropyl-5-methylbenzamido)-1-phenylethan-1-aminium chloride [ No CAS ]

Reference： [1]Patent: US2019/330141,2019,A1

84
[ 137102-30-8 ]
(S)-2-(2-(2-isopropyl-5-methylbenzamido)-1-phenylethyl)amino-2-oxoethan-1-aminium chloride [ No CAS ]

Reference： [1]Patent: US2019/330141,2019,A1

85
2-isopropyl-2,3-dimethylbutanoyl chloride [ No CAS ]
[ 137102-30-8 ]
tert-butyl (S)-(2-(2-isopropyl-2,3-dimethylbutanamido)-1-phenylethyl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With dmap; In dichloromethane; for 3.26667h;Inert atmosphere; Cooling with ice;	A 25 mL round bottom flask equipped with a magnetic stir bar was charged with (S)-tert-butyl (2-amino-1-phenylethyl) carbamate (1.398 grams, 5.92 mmol), 4-(dimethylamino)pyridine (0.710 grams, 5.81 mmol), and CH2Cl2 (10 mL). The flask was immersed in an ice bath and was allowed to equilibrate for 15 minutes while mixing at 250 r.p.m. under nitrogen atmosphere. A separate round bottom flask was charged with 2-isopropyl-2,3-dimethylbutanoyl chloride (0.654 grams, 3.70 mmol) in CH2Cl2 (5 mL). This solution was transferred to a 5 mL, pressure equalizing addition funnel which was connected to the 25 mL reaction flask. The 2-isopropyl-2,3-dimethylbutanoyl chloride solution was added to the reaction flask over 16 minutes. The heterogeneous reaction was mixed at 250 r.p.m. under nitrogen atmosphere for 3 hr. The reaction mixture was transferred to a 250 mL separatory funnel following the reaction time period and extracted with 450 mL aliquots of 1N HCl, 250 mL aliquots of 1N NaOH and 1*50 mL aliquot of saturated NaCl solution. The organic phase was recovered and dried over anhydrous Na2SO4, filtered, and concentrated under vacuum at 30-35 C. to give a mixture of products which included the intermediate tert-butyl (S)-(2-(2-isopropyl-2,3-dimethylbutanamido)-1-phenylethyl)carbamate which was used in the next synthetic step without further purification. LC/MS (ESI) m/z=449 (MH+).

Reference： [1]Patent: US2019/330141,2019,A1 .Location in patent: Paragraph 0163-0165; 0162

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H200	Unstable explosive
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H202	Explosive; severe projection hazard
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H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
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H320	Causes eye irritation
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H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
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Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
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H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 137102-30-8 ] {[proInfo.proName]}

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[ 137102-30-8 ] Synthesis Path-Upstream 1~20

[ 137102-30-8 ] Synthesis Path-Downstream 1~85

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Aryls

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[ 137102-30-8 ]