[ CAS No. 69557-34-2 ]

Name: 69557-34-2|Ethyl (S)-2-amino-3,3-dimethylbutanoate|95%
Brand: Ambeed
SKU: A1043359
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Quality Control of [ 69557-34-2 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 69557-34-2 ]

SDS Specification

Alternatived Products of [ 69557-34-2 ]

Product Details of [ 69557-34-2 ]

CAS No. :	69557-34-2	MDL No. :	MFCD12796097
Formula :	C₈H₁₇NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	DZYMZVGPERHWSO-ZCFIWIBFSA-N
M.W :	159.23	Pubchem ID :	11105645
Synonyms :

Calculated chemistry of [ 69557-34-2 ]

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.88
Num. rotatable bonds :	4
Num. H-bond acceptors :	3.0
Num. H-bond donors :	1.0
Molar Refractivity :	44.3
TPSA :	52.32 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.33 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.12
Log Po/w (XLOGP3) :	1.33
Log Po/w (WLOGP) :	0.92
Log Po/w (MLOGP) :	1.08
Log Po/w (SILICOS-IT) :	0.66
Consensus Log Po/w :	1.22

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.4
Solubility :	6.32 mg/ml ; 0.0397 mol/l
Class :	Very soluble
Log S (Ali) :	-2.03
Solubility :	1.49 mg/ml ; 0.00933 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.25
Solubility :	8.97 mg/ml ; 0.0564 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.93

Safety of [ 69557-34-2 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P210-P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362	UN#:	N/A
Hazard Statements:	H315-H319-H227	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 69557-34-2 ]

* 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 [ 69557-34-2 ]
Downstream synthetic route of [ 69557-34-2 ]

[ 69557-34-2 ] Synthesis Path-Upstream 1~1

1
[ 24424-99-5 ]
[ 69557-34-2 ]
[ 62965-35-9 ]

Reference： [1] Journal of Organic Chemistry, 2013, vol. 78, # 22, p. 11229 - 11237

[ 69557-34-2 ] Synthesis Path-Downstream 1~50

1
[ 64-17-5 ]
[ 33105-81-6 ]
[ 69557-34-2 ]

Reference： [1]Journal of the American Chemical Society,1979,vol. 101,p. 717 - 732

2
[ 51486-80-7 ]
[ 69557-34-2 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride

Reference： [1]Broadhurst; Cram [Journal of the American Chemical Society, 1974, vol. 96, # 2, p. 581 - 583]

3
[ 109-65-9 ]
[ 69557-34-2 ]
(S)-5-(1-amino-2,2-dimethylpropyl)nonan-5-ol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; magnesium; triethylamine 1) Et₂O, reflux, 2.5 h, 2) CH₂Cl₂, 6 h; Yield given. Multistep reaction;

Reference： [1]Peper, Viola; Martens, Juergen [Chemische Berichte, 1996, vol. 129, # 6, p. 691 - 695]

4
[ 124-63-0 ]
[ 69557-34-2 ]
[ 191792-80-0 ]

Yield	Reaction Conditions	Operation in experiment
95%	With triethylamine In dichloromethane at 0℃; for 0.5h;

Reference： [1]Hiroi, Kunio; Hidaka, Akira; Sezaki, Rie; Imamura, Yumiko [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 5, p. 769 - 777]

5
[ 69557-34-2 ]
[ 98-09-9 ]
[ 191792-81-1 ]

Yield	Reaction Conditions	Operation in experiment
95%	With triethylamine In dichloromethane at 0℃; for 0.5h;

Reference： [1]Hiroi, Kunio; Hidaka, Akira; Sezaki, Rie; Imamura, Yumiko [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 5, p. 769 - 777]

6
[ 507229-71-2 ]
[ 69557-34-2 ]
[ 253178-21-1 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen In ethanol at 20℃; Title compound not separated from byproducts;

Reference： [1]Chiev, Kan Pa; Roland, Sylvain; Mangeney, Pierre [Tetrahedron Asymmetry, 2002, vol. 13, # 20, p. 2205 - 2209]

7
[ 69557-34-2 ]
[ 191792-91-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C 2: 85 percent / K₂CO₃ / acetone / 12 h / Ambient temperature 3: 88 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

Reference： [1]Hiroi, Kunio; Hidaka, Akira; Sezaki, Rie; Imamura, Yumiko [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 5, p. 769 - 777]

8
[ 69557-34-2 ]
[ 191792-86-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C 2: 85 percent / K₂CO₃ / acetone / 12 h / Ambient temperature

Reference： [1]Hiroi, Kunio; Hidaka, Akira; Sezaki, Rie; Imamura, Yumiko [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 5, p. 769 - 777]

9
[ 69557-34-2 ]
[ 1027595-09-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C 2: 85 percent / K₂CO₃ / acetone / 12 h / Ambient temperature 3: 88 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C 4: Et₃N / CH₂Cl₂ / 4 h / 0 °C

Reference： [1]Hiroi, Kunio; Hidaka, Akira; Sezaki, Rie; Imamura, Yumiko [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 5, p. 769 - 777]

10
[ 69557-34-2 ]
[ 191792-92-4 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C 2: 71 percent / K₂CO₃ / acetone / 12 h / Ambient temperature 3: 82 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

Reference： [1]Hiroi, Kunio; Hidaka, Akira; Sezaki, Rie; Imamura, Yumiko [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 5, p. 769 - 777]

11
[ 69557-34-2 ]
[ 191792-87-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C 2: 71 percent / K₂CO₃ / acetone / 12 h / Ambient temperature

Reference： [1]Hiroi, Kunio; Hidaka, Akira; Sezaki, Rie; Imamura, Yumiko [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 5, p. 769 - 777]

12
[ 69557-34-2 ]
(S)-N-methanesulfonyl-1-(diphenylphosphino)-N,3,3-trimethyl-2-butylamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C 2: 85 percent / K₂CO₃ / acetone / 12 h / Ambient temperature 3: 88 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C 4: Et₃N / CH₂Cl₂ / 4 h / 0 °C 5: 1.) Li / 1.) THF, reflux, 3 h, 2.) THF, -20 deg C

Reference： [1]Hiroi, Kunio; Hidaka, Akira; Sezaki, Rie; Imamura, Yumiko [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 5, p. 769 - 777]

13
[ 69557-34-2 ]
[ 1026166-81-3 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C 2: 71 percent / K₂CO₃ / acetone / 12 h / Ambient temperature 3: 82 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C 4: Et₃N / CH₂Cl₂ / 4 h / 0 °C

Reference： [1]Hiroi, Kunio; Hidaka, Akira; Sezaki, Rie; Imamura, Yumiko [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 5, p. 769 - 777]

14
[ 69557-34-2 ]
(S)-N-benzenesulfonyl-1-(diphenylphosphino)-N,3,3-trimethyl-2-butylamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C 2: 71 percent / K₂CO₃ / acetone / 12 h / Ambient temperature 3: 82 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C 4: Et₃N / CH₂Cl₂ / 4 h / 0 °C 5: 1.) Li / 1.) THF, reflux, 3 h, 2.) THF, -20 deg C

Reference： [1]Hiroi, Kunio; Hidaka, Akira; Sezaki, Rie; Imamura, Yumiko [Chemical and Pharmaceutical Bulletin, 1997, vol. 45, # 5, p. 769 - 777]

15
[ 62965-34-8 ]
[ 69557-34-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: Al / aq. ethanol 2: (i) HCl, (ii) (racemate resolution using (-)-dibenzoyl-tartaric acid)

Reference： [1]Jaeger,D.A. et al. [Journal of the American Chemical Society, 1979, vol. 101, # 3, p. 717 - 732]

16
C₁₇H₂₇FN₅O₇P [ No CAS ]
[ 69557-34-2 ]
[ 1427204-93-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: triethylamine / acetonitrile / 2 h / 0 °C / Inert atmosphere 1.2: 0.25 h / 20 °C / Inert atmosphere 2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 100 °C / Microwave irradiation; Inert atmosphere

Reference： [1]Current Patent Assignee: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITY OF MONTPELLIER; MERCK & CO INC - US2013/64794, 2013, A1

17
C₁₇H₂₇FN₅O₇P [ No CAS ]
[ 69557-34-2 ]
C₂₃H₃₈FN₆O₈P [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: C₁₇H₂₇FN₅O₇P; ethyl (S)-2-amino-3,3-dimethylbutanoate With triethylamine In acetonitrile at 0℃; for 2h; Inert atmosphere; Stage #2: With potassium carbonate In water; acetonitrile at 20℃; for 0.25h; Inert atmosphere;	22 To a solution of intermediate 18 (0.5 g, 1 eq) in P(O)(OEt)3 (Aldrich) (5 ml) at 0° C. under nitrogen was added dropwise POCl3 (Aldrich) (0.22 ml, 1.5 eq). The mixture was stirred at 0° C. during 1 hour. Intermediate 19 (0.36 g, 1.2 eq) in anhydrous acetonitrile (5 ml) was added dropwise, followed by addition of Et3N (1 ml, 4 eq) at 0° C. The reaction mixture was stirred at 0° C. for 2 hours. Water (10 ml) and K2CO3 (600 mg) were added and the mixture stirred at room temperature during 15 minutes, before addition of Na2SO4, filtration and evaporation under reduced pressure. The resulting residue was taken into anhydrous DMF (20 ml), followed by addition of DIEA (1 ml, 7 eq) and intermediate 20 (0.25 ml, 2 eq). The reaction mixture was stirred at 100° C. under microwave irradiations during 15 minutes and monitored by LC/MS. After two more additions of intermediate 20 (2×0.25 ml, 4 eq) and stirring 2×15 minutes at 100° C., the mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The crude mixture was purified by chromatography on silica gel column (eluent: CH2Cl2/CH3OH 0 to 10%) followed by purification on reverse phase column chromatography (eluent: water/CH3CN 0 to 100%). Finally, the 2 diastereoisomers 21 and 22 were separated by prepMS:

Reference： [1]Current Patent Assignee: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITY OF MONTPELLIER; MERCK & CO INC - US2013/64794, 2013, A1 Location in patent: Paragraph 0505; 0506

18
[ 64-17-5 ]
[ 20859-02-3 ]
[ 69557-34-2 ]

Yield	Reaction Conditions	Operation in experiment
69%	With thionyl chloride at 0 - 80℃;	22 To a solution of L-tert-leucine (1 g, 1 eq) in anhydrous ethanol (30 ml) was added, dropwise, at 0° C., thionylchloride (Aldrich) (2.8 ml, 5 eq). The reaction mixture was heated overnight at 80° C. The solvent was evaporated under reduced pressure. The resulting white powder was washed with petroleum ether, filtered and concentrated under reduced pressure to give the title intermediate as a white solid in 69% yield. 1H NMR (DMSO, 400 MHz) δ (ppm) 1.00 (s, 9H), 1.23 (m, 3H), 3.68 (s, 1H), 4.20 (m, 2H), 8.47 (m, 3H).

Reference： [1]Current Patent Assignee: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITY OF MONTPELLIER; MERCK & CO INC - US2013/64794, 2013, A1 Location in patent: Paragraph 0501; 0502

19
[ 1203546-60-4 ]
[ 69557-34-2 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride In methanol

Reference： [1]Huang, Wei; Ye, Jian-Liang; Zheng, Wei; Dong, Han-Qing; Wei, Bang-Guo [Journal of Organic Chemistry, 2013, vol. 78, # 22, p. 11229 - 11237]

20
(E)-[(S)-2-methylpropane-2-sulfinylimino]acetic acid ethyl ester [ No CAS ]
[ 69557-34-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: tetrahydrofuran / 12 h / -20 - 20 °C / Inert atmosphere 2: hydrogenchloride / methanol

Reference： [1]Huang, Wei; Ye, Jian-Liang; Zheng, Wei; Dong, Han-Qing; Wei, Bang-Guo [Journal of Organic Chemistry, 2013, vol. 78, # 22, p. 11229 - 11237]

21
[ 24424-99-5 ]
[ 69557-34-2 ]
[ 1465120-76-6 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine

Reference： [1]Huang, Wei; Ye, Jian-Liang; Zheng, Wei; Dong, Han-Qing; Wei, Bang-Guo [Journal of Organic Chemistry, 2013, vol. 78, # 22, p. 11229 - 11237]

22
[ 24424-99-5 ]
[ 69557-34-2 ]
[ 62965-35-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: triethylamine 2: lithium hydroxide / water

Reference： [1]Huang, Wei; Ye, Jian-Liang; Zheng, Wei; Dong, Han-Qing; Wei, Bang-Guo [Journal of Organic Chemistry, 2013, vol. 78, # 22, p. 11229 - 11237]

23
(S)-ethyl 2-[butanesulfinamido]-3,3-dimethylbutanoate [ No CAS ]
[ 69557-34-2 ]

Yield	Reaction Conditions	Operation in experiment
	With thionyl chloride In methanol

Reference： [1]Huang, Wei; Ye, Jian-Liang; Zheng, Wei; Dong, Han-Qing; Wei, Bang-Guo [Journal of Organic Chemistry, 2013, vol. 78, # 22, p. 11229 - 11237]

24
[ 69557-34-2 ]
ethyl (S)-2-acetamido-3,3-dimethyl-4-phenylbutanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: acetic acid; palladium diacetate; trifluorormethanesulfonic acid; silver trifluoromethanesulfonate / 24 h / 100 °C / Sealed tube 2: triethylamine / dichloromethane / 0.08 h / 0 °C
	Multi-step reaction with 2 steps 1: acetic acid; palladium diacetate; silver(I) acetate; trifluorormethanesulfonic acid / 24 h / 80 °C / Sealed tube 2: triethylamine / dichloromethane / 0.08 h / 0 °C

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]
[2]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

25
[ 69557-34-2 ]
ethyl (S)-2-acetamido-3-benzyl-3-methyl-4-phenylbutanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: acetic acid; palladium diacetate; trifluorormethanesulfonic acid; silver trifluoromethanesulfonate / 24 h / 100 °C / Sealed tube 2: triethylamine / dichloromethane / 0.08 h / 0 °C
	Multi-step reaction with 2 steps 1: acetic acid; palladium diacetate; silver(I) acetate; trifluorormethanesulfonic acid / 24 h / 80 °C / Sealed tube 2: triethylamine / dichloromethane / 0.08 h / 0 °C

26
[ 69557-34-2 ]
ethyl (S)-2-acetamido-3,3-dibenzyl-4-phenylbutanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: acetic acid; palladium diacetate; silver(I) acetate; trifluorormethanesulfonic acid / 24 h / 80 °C / Sealed tube 2: triethylamine / dichloromethane / 0.08 h / 0 °C

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

27
[ 591-50-4 ]
[ 69557-34-2 ]
ethyl (S)-2-amino-3,3-dimethyl-4-phenylbutanoate [ No CAS ]
ethyl (S)-2-amino-3-benzyl-3-methyl-4-phenylbutanoate [ No CAS ]
ethyl (S)-2-amino-3,3-dibenzyl-4-phenylbutanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 32% 2: 36% 3: 12%	With trifluorormethanesulfonic acid; silver(I) acetate; palladium diacetate; acetic acid at 80℃; for 24h; Sealed tube;

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

28
[ 619-44-3 ]
[ 69557-34-2 ]
methyl (S)-4-(3-amino-4-ethoxy-2,2-dimethyl-4-oxobutyl)benzoate [ No CAS ]
dimethyl 4,4'-(2-(1-amino-2-ethoxy-2-oxoethyl)-2-methylpropane-1,3-diyl)(S)-dibenzoate [ No CAS ]
dimethyl 4,4'-(2-(1-amino-2-ethoxy-2-oxoethyl)-2-(4-(methoxycarbonyl)benzyl)propane-1,3-diyl)(S)-dibenzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 41% 2: 36% 3: 7%	With trifluorormethanesulfonic acid; silver(I) acetate; palladium diacetate; acetic acid at 80℃; for 24h; Sealed tube;

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

29
[ 619-44-3 ]
[ 69557-34-2 ]
methyl (S)-4-(3-acetamido-4-ethoxy-2,2-dimethyl-4-oxobutyl)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: acetic acid; palladium diacetate; silver(I) acetate; trifluorormethanesulfonic acid / 24 h / 80 °C / Sealed tube 2: triethylamine / dichloromethane / 0.08 h / 0 °C

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

30
[ 696-62-8 ]
[ 69557-34-2 ]
ethyl (S)-2-amino-4-(4-methoxyphenyl)-3,3-dimethylbutanoate [ No CAS ]
ethyl (S)-2-amino-3-(4-methoxybenzyl)-4-(4-methoxyphenyl)-3-methylbutanoate [ No CAS ]
ethyl (S)-2-amino-3,3-bis(4-methoxybenzyl)-4-(4-methoxyphenyl)butanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 39% 2: 30% 3: 7%	With trifluorormethanesulfonic acid; silver(I) acetate; palladium diacetate; acetic acid at 80℃; for 24h; Sealed tube;

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

31
[ 352-34-1 ]
[ 69557-34-2 ]
ethyl (S)-2-amino-4-(4-fluorophenyl)-3,3-dimethylbutanoate [ No CAS ]
ethyl (S)-2-amino-3-(4-fluorobenzyl)-4-(4-fluorophenyl)-3-methylbutanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 39% 2: 37%	With trifluorormethanesulfonic acid; silver(I) acetate; palladium diacetate; acetic acid at 80℃; for 24h; Sealed tube;

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

32
[ 624-31-7 ]
[ 69557-34-2 ]
ethyl (S)-2-amino-4-(p-tolyl)-3,3-dimethylbutanoate [ No CAS ]
ethyl (S)-2-amino-3-(p-tolyl)-4-(p-tolyl)-3-methylbutanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 35% 2: 33%	With trifluorormethanesulfonic acid; silver(I) acetate; palladium diacetate; acetic acid at 80℃; for 24h; Sealed tube;

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

33
[ 645-00-1 ]
[ 69557-34-2 ]
ethyl (S)-2-amino-3,3-dimethyl-4-(3-nitrophenyl)butanoate [ No CAS ]
ethyl (S)-2-amino-3-methyl-3-(3-nitrobenzyl)-4-(3-nitrophenyl)butanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 40% 2: 20%	With trifluorormethanesulfonic acid; silver(I) acetate; palladium diacetate; acetic acid at 80℃; for 24h; Sealed tube;

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

34
[ 766-85-8 ]
[ 69557-34-2 ]
ethyl (S)-2-amino-3,3-dimethyl-4-(3-methoxylphenyl)butanoate [ No CAS ]
ethyl (S)-2-amino-3-methyl-3-(3-methoxylbenzyl)-4-(3-methoxylphenyl)butanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 35% 2: 33%	With trifluorormethanesulfonic acid; silver(I) acetate; palladium diacetate; acetic acid at 80℃; for 24h; Sealed tube;

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

35
[ 529-28-2 ]
[ 69557-34-2 ]
ethyl (S)-2-amino-3,3-dimethyl-4-(2-methoxylphenyl)butanoate [ No CAS ]
ethyl (S)-2-amino-3-methyl-3-(2-methoxylbenzyl)-4-(2-methoxylphenyl)butanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 46% 2: 32%	With trifluorormethanesulfonic acid; silver(I) acetate; palladium diacetate; acetic acid at 80℃; for 24h; Sealed tube;

Reference： [1]Yuan, Feipeng; Hou, Zhen-Lin; Pramanick, Pranab K.; Yao, Bo [Organic Letters, 2019, vol. 21, # 23, p. 9381 - 9385]

36
[ 69557-34-2 ]
ethyl (S)-2-((S)-2-((S)-2-amino-3-methylbutanamido)-3-methylbutanamido)-3,3-di-methylbutanoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: dicyclohexyl-carbodiimide; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C 2: trifluoroacetic acid / dichloromethane / 0.5 h / 0 - 20 °C 3: dicyclohexyl-carbodiimide; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h / 0 - 20 °C 4: trifluoroacetic acid / dichloromethane / 0.5 h / 0 - 20 °C