[ CAS No. 1403898-64-5 ]

Name: 1403898-64-5|(2R,5R)-tert-Butyl 5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate|98%
Brand: Ambeed
SKU: A493256
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Quality Control of [ 1403898-64-5 ]

COA NMR CNMR HPLC LC-MS

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Product Details of [ 1403898-64-5 ]

CAS No. :	1403898-64-5	MDL No. :	MFCD28100885
Formula :	C₁₁H₂₂N₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	N/A
M.W :	230.30 g/mol	Pubchem ID :	71003242
Synonyms :

Calculated chemistry of of [ 1403898-64-5 ]

Physicochemical Properties

Num. heavy atoms :	16
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.91
Num. rotatable bonds :	4
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	69.28
TPSA :	61.8 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.51 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.62
Log Po/w (XLOGP3) :	0.27
Log Po/w (WLOGP) :	-0.19
Log Po/w (MLOGP) :	0.32
Log Po/w (SILICOS-IT) :	0.1
Consensus Log Po/w :	0.63

Druglikeness

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

Water Solubility

Log S (ESOL) :	-1.17
Solubility :	15.4 mg/ml ; 0.067 mol/l
Class :	Very soluble
Log S (Ali) :	-1.13
Solubility :	17.1 mg/ml ; 0.0743 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.04
Solubility :	21.0 mg/ml ; 0.091 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.28

Safety of [ 1403898-64-5 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 1403898-64-5 ]

* 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 [ 1403898-64-5 ]

[ 1403898-64-5 ] Synthesis Path-Downstream 1~32

1
[ 1403898-64-5 ]
[ 501-53-1 ]
[ 1403898-70-3 ]

Yield	Reaction Conditions	Operation in experiment
87%	With sodium hydroxide; In tetrahydrofuran; water; at 0 - 10℃; for 1h;Inert atmosphere;	A solution of 180 <strong>[1403898-64-5]tert-butyl (2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate</strong> (18.5 g, 80.33 mmol) in 78 THF (190 ml) was cooled in an ice-bath to 0 C. Aqueous 1M 38 sodium hydroxide solution (88 ml, 88.36 mmol) was added, followed by 317 benzyl chloroformate (11.99 ml, 84.34 mmol) (internal reaction temperature kept 57 ethyl acetate in 58 heptane. Pure fractions were evaporated to dryness to afford 318 1-benzyl 4-tert-butyl (2R,5R)-2-(hydroxymethyl)-5-methylpiperazine-1,4-dicarboxylate (25.4 g, 87%) as a colourless oil. 1H NMR (400 MHz, CD3OD, 30 C.): 1.12 (3H, dd), 1.46 (9H, s), 3.1-3.29 (2H, m), 3.53-3.66 (2H, m), 3.81 (1H, d), 3.88-4.02 (1H, m), 4.15-4.38 (2H, m), 5.06-5.26 (2H, m), 7.21-7.51 (5H, m). One exchangeable proton not seen. m/z: ES+ [M-Boc]=265.1.
	With sodium hydroxide; In tetrahydrofuran; at 3 - 4℃; for 2h;	Preparation 10: (2R,5R)-2-Hydroxymethyl-5-methyl-piperazine-1 ,4-dicarboxylic acid 1 - benzyl ester 4-ferf-butyl esterTo (2R,5R)-5-hydroxymethyl-2-methyl-piperazine-1 -carboxylic acid ie f-butyl ester (21 g, 90 mmol) in THF (210 mL) at 3-4 C (ice bath) was added 1 M aqueous NaOH (99.5 mL) and benzyl chloroformate (12.9 mL, 90.43 mmol). After stirring for 1 h at the same temperature, the mixture was left to stir for another 1 h and then warmed to RT. The organic layer was separated and the aqueous phase extracted with EtOAc (2 x 50 mL). The combined organic extracts were washed with saturated brine solution (150 mL), then dried over sodium sulfate, filtered and concentrated. The crude oil was purified by column chromatography on silica gel (gradient elution, 0 - 100%, EtOAc/petrol), to give the title compound (26 g) as a pale yellow oil, used directly in Preparation 1 1 . 1H NMR (Me-d3-OD): 7.47-7.15 (5H, m), 5.26-5.07 (2H, m), 4.25 (2H, s), 4.04-3.88 (1 H, m), 3.83 (1 H, d), 3.61 (2H, bs), 3.31 -3.09 (2H, m), 1 .48 (9H, s), 1.14 (3H, t).

Reference： [1]Patent: US2019/177338,2019,A1 .Location in patent: Paragraph 0348; 0533-0534
[2]Journal of Medicinal Chemistry,2015,vol. 58,p. 6574 - 6588
[3]Patent: WO2012/143726,2012,A1 .Location in patent: Page/Page column 122

2
[ 67-56-1 ]
tert-butyl dicarbonate [ No CAS ]
[ 142-64-3 ]
[ 1403898-64-5 ]

Yield	Reaction Conditions	Operation in experiment
75%		Preparation 5: (2R,5R)-5-Hydroxymethyl-2-methyl-piperazine-1 -carboxylic acid ferf-butyl ester. To the piperazine dihydrochloride (20 g, 1 19 mmol) in MeOH (96 mL) at 0 C (ice bath) was added triethylamine (48.7 mL, 357 mmol). ie f-Butyl dicarbonate (61 g, 280 mmol) in MeOH (145 mL) was added over 30 min. The reaction temperature was maintained at <10 C for 1 h, warmed to ambient temperature over 1 h and then heated to 50 C for 18 h. The reaction was concentrated and the residue dissolved in ethanol (397 mL). A solution of NaOH (23.8 g, 595 mmol) in water (397 mL) was added and the reaction heated to 100 C for 18 h, then cooled to ambient temperature. Mixture was neutralised with 1 M HCI (-300 mL) to pH 9 (using a pH meter), then extracted with chloroform (3 x 700 mL), dried over sodium sulfate, filtered and concentrated. The residue was redissolved in MeOH and concentrated, then dried in vacuo at 40 C, to give the title compound (21 g, 75%) as a colourless solid. 1H NMR (Me-d3- OD): 4.20-4.07 (1 H, m), 3.79 (1 H, dd), 3.71 -3.58 (2H, m), 3.54 (1 H, dd), 3.24 (1 H, dd), 3.18- 3.01 (1 H, m), 3.01 -2.89 (1 H, m), 2.55 (1 H, dd), 1.48 (9H, s), 1.25 (3H, s).

Reference： [1]Patent: WO2012/143726,2012,A1 .Location in patent: Page/Page column 120

3
[ 1403898-64-5 ]
[ 1403898-66-7 ]

Reference： [1]Patent: WO2012/143726,2012,A1
[2]Journal of Medicinal Chemistry,2015,vol. 58,p. 6574 - 6588

4
[ 1403898-64-5 ]
[ 1403898-67-8 ]

Reference： [1]Patent: WO2012/143726,2012,A1

5
[ 1403898-64-5 ]
[ 1403898-69-0 ]

Reference： [1]Patent: WO2012/143726,2012,A1

6
[ 1403898-64-5 ]
(2R,5R)-5-methyl-piperazine-1,2,4-tricarboxylic acid 1-benzyl ester 4-tert-butyl ester [ No CAS ]

Reference： [1]Patent: WO2012/143726,2012,A1

7
[ 1403898-60-1 ]
[ 1403898-64-5 ]
[ 1403898-65-6 ]

Yield	Reaction Conditions	Operation in experiment
75%	With tetrahydrofuran; triethylamine; at 65℃; for 3h;	Preparation 6: (2R,5R)-4-[2-(6-Chloro-3,3-dimethyl-2,3-dihydro-indol-1 -yl)-2-oxo-ethyl]-5- hydroxymethyl-2-methyl-piperazine-1 -carboxylic acid ferf-butyl esterTo 2-chloro-1 -(6-chloro-3,3-dimethyl-2,3-dihydro-indol-1 -yl)-ethanone (397 mg, 1 .31 mmol) in anhydrous THF (1 .23 mL) was added triethylamine (366 mu, 2.60 mmol) and a solution of (2R,5R)-5-hydroxymethyl-2-methyl-piperazine-1 -carboxylic acid ferf-butyl ester (380 mg, 1 .6 mmol) in anhydrous THF (730 mu). The reaction was heated to 65 C for 3 h, cooled to ambient temperature and the solvent removed in vacuo. The residue was purified by columnchromatography on silica gel (gradient elution, 0-80%, EtOAc/petrol), to give the title compound (447 mg, 75%) as a colourless solid. 1H NMR (Me-d3-OD): 8.15 (1 H, d), 7.20 (1 H, d), 7.09 (1 H, dd), 5.51 (2H, s), 4.23-4.13 (1 H, m), 4.09-3.96 (3H, m), 3.81 -3.65 (2H, m), 3.64-3.47 (2H, m), 2.97-2.82 (2H, m), 2.67 (1 H, dd), 1.48 (9H, s), 1.37 (6H, s), 1 .26-1 .22 (3H, m).

Reference： [1]Patent: WO2012/143726,2012,A1 .Location in patent: Page/Page column 120

8
[ 1403898-62-3 ]
[ 1403898-64-5 ]

Reference： [1]Patent: WO2014/60768,2014,A1
[2]Patent: US2019/177338,2019,A1

9
[ 24424-99-5 ]
((2R,5R)-5-methyl-piperazin-2-yl)-methanol hydrochloride [ No CAS ]
[ 1403898-64-5 ]

Yield	Reaction Conditions	Operation in experiment
75%	With triethylamine; In methanol; at 0 - 50℃; for 20.5h;	To ((2R,5R)-5-methyl-piperazin-2-yl)-methanol hydrochloride (20 g, 119 mmol) in MeOH (96 mL) at 0 C (ice bath) was added triethylamine (48.7 mL, 357 mmol). teit-Butyl dicarbonate (61 g, 280 mmol) in MeOH (145 mL) was added over 30 mm. The reaction temperature was maintained at <10 c for 1 h, warmed to ambient temperature over 1 h and then heated to 50 00 for 18 h. The reaction was concentrated and the residue dissolved in ethanol (397 mL). Asolution of NaOH (23.8 g, 595 mmol) in water (397 mL) was added and the reaction heated to 100 00 for 18 h, then cooled to ambient temperature. Mixture was neutralised with 1M HCI (-300 mL) to pH 9 (using a pH meter), then extracted with chloroform (3 x 700 mL), dried over sodium sulfate, filtered and concentrated. The residue was redissolved in MeOH and concentrated, then dried in vacuo at 40 c to give the title compound (21 g, 75%) as acolourless solid. 1H NMR (Me-d3-OD): 4.20-4.07 (1H, m), 3.79 (1H, dd), 3.71-3.58 (2H, m),3.54 (1H, dd), 3.24 (1H, dd), 3.18-3.01 (1H, m), 3.01-2.89 (1H, m), 2.55 (1H, dd), 1.48 (9H,5), 1.25 (3H, 5).
75%		Preparation 4: (2R,5R)-5-Hydroxymethyl-2-methyl-pi perazi ne-I -carboxylic acid tert-butyl esterTo ((2R,5R)-5-methyl-piperazin-2-yl)-methanol hydrochloride (20 g, 119 mmol) in MeOH (96mL) at 0 C (ice bath) was added triethylamine (48.7 mL, 357 mmol). teit-Butyl dicarbonate (61g, 280 mmol) in MeOH (145 mL) was added over 30 mm. The reaction temperature wasmaintained at <10 c for 1 h, warmed to ambient temperature over 1 h and then heated to 50 cfor 18 h. The reaction was concentrated and the residue dissolved in ethanol (397 mL). Asolution of NaOH (23.8 g, 595 mmol) in water (397 mL) was added and the reaction heated to100 00 for 18 h, then cooled to ambient temperature. Mixture was neutralised with 1M HCI(-300 mL) to pH 9 (using a pH meter), then extracted with chloroform (3 x 700 mL), dried over sodium sulfate, filtered and concentrated. The residue was redissolved in MeOH andconcentrated, then dried in vacuo at 40 c to give the title compound (21 g, 75%) as acolourless solid. 1H NMR (Me-d3-OD): 4.20-4.07 (1H, m), 3.79 (1H, dd), 3.71-3.58 (2H, m), 3.54 (1H, dd), 3.24 (1H, dd), 3.18-3.01 (1H, m), 3.01-2.89 (1H, m), 2.55 (1H, dd), 1.48 (9H, 5), 1.25 (3H, 5).
75%		To ((2 R, 5R)-5-methyl-pi perazin-2-yl)-methanol hydrochloride (which may be prepared asdescribed in Preparation 3) (20 g, 119 mmol) in MeOH (96 mL) at 0C (ice bath) was added triethylamine (48.7 mL, 357 mmol). teit-Butyl dicarbonate (61 g, 280 mmol) in MeOH (145 mL) was added over 30 mm. The reaction temperature was maintained at <10 c for 1 h, warmed to ambient temperature over 1 h and then heated to 50 c for 18 h. The reaction was concentrated and the residue dissolved in ethanol (397 mL). A solution of NaOH (23.8 g, 595 mmol) in water(397 mL) was added and the reaction heated to 100 c for 18 h, then cooled to ambient temperature. Mixture was neutralised with 1 M HCI (-300 mL) to pH 9 (using a pH meter), then extracted with chloroform (3 x 700 mL), dried over sodium sulfate, filtered and concentrated. The residue was redissolved in MeOH and concentrated, then dried in vacuo at 40 C to give the title compound (21 g, 75%) as a colourless solid. 1H NMR (Me-d3-OD): 4.20-4.07 (1H, m),3.79 (1H, dd), 3.71-3.58 (2H, m), 3.54 (1H, dd), 3.24 (1H, dd), 3.18-3.01 (1H, m), 3.01-2.89 (1H, m), 2.55 (1H, dd), 1.48 (9H, 5), 1.25 (3H, 5).

Reference： [1]Patent: WO2014/60768,2014,A1 .Location in patent: Page/Page column 92
[2]Patent: WO2014/60767,2014,A1 .Location in patent: Page/Page column 100
[3]Patent: WO2015/92420,2015,A1 .Location in patent: Page/Page column 108

10
[ 1403898-64-5 ]
1-[(2R,5R)-1-(2-{6-[(4-fluorophenyl)methyl]-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridin-1-yl}2-oxo-ethyl)-5-methylpiperazin-2-yl]methyl}-1H-imidazole-2-carbonitrile L-lactate [ No CAS ]

Reference： [1]Patent: WO2014/60768,2014,A1

11
[ 1403898-64-5 ]
[ 1403902-55-5 ]

Reference： [1]Patent: WO2014/60768,2014,A1
[2]Patent: WO2014/60767,2014,A1
[3]Patent: WO2014/60770,2014,A1
[4]Journal of Medicinal Chemistry,2017,vol. 60,p. 4611 - 4625

12
[ 1403898-64-5 ]
[ 1403903-28-5 ]

Reference： [1]Patent: WO2014/60768,2014,A1
[2]Patent: WO2014/60767,2014,A1
[3]Patent: WO2014/60770,2014,A1
[4]Journal of Medicinal Chemistry,2017,vol. 60,p. 4611 - 4625

13
[ 1403898-64-5 ]
[ 1604817-73-3 ]

Reference： [1]Patent: WO2014/60768,2014,A1

14
[ 1403898-64-5 ]
[ 100-52-7 ]
[ 1403901-32-5 ]

Yield	Reaction Conditions	Operation in experiment
74%	With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20℃; for 18h;	A mixture of (2 R,5R)-5-hydroxymethyl-2-methyl-piperazine- 1 -carboxylic acid tert-butyl ester (3.48 g, 15.1 mmol), benzaldehyde (1.76 g, 16.6 mmol), sodium triacetoxyborohydride (3.84 g, 18.1 mmol) and 1 ,2-dichloroethane (30 mL) was stirred at 20 c for 18 h, then partitionedbetween saturated aqueous NaHCO3 (150 mL) and DCM (3 x 50 mL). Combined organic extracts were dried (Na2SO4) then evaporated in vacuo to give an oil. Chromatography (Si02, 0 - 30% EtOAc in petrol) gave the title compound (4.588 g, 74%) as a colourless solid. MS: [M+H] = 321.
74%	With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20℃; for 18h;	Preparation 5: (2R,5R)-4-Benzyl-5-hydroxymethyl-2-methyl-pi perazi ne-I -carboxylic acidtert-butyl ester A mixture of (2 R,5R)-5-hydroxymethyl-2-methyl-piperazine- 1 -carboxylic acid tert-butyl ester(3.48 g, 15.1 mmol), benzaldehyde (1.76 g, 16.6 mmol), sodium triacetoxyborohydride (3.84 g,18.1 mmol) and 1,2-dichloroethane (30 mL)was stirred at2O c for 18 h, then partitionedbetween saturated aqueous NaHCO3 (150 mL) and DCM (3 x 50 mL). Combined organic extracts were dried (Na2SO4) then evaporated in vacuo to give an oil. Chromatography (Si02, 0- 30% EtOAc in petrol) gave the title compound (4.588 g, 74%) as a colourless solid. MS:[M+H] = 321.
74%	With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20℃; for 18h;	Preparation 5: (2R,5R)-4-Benzyl-5-hydroxymethyl-2-methyl-pi perazi ne-I -carboxyl icacid tert-butyl esterA mixture of (2 R,5R)-5-hydroxymethyl-2-methyl-piperazine- 1 -carboxylic acid tert-butyl ester (3.48 g, 15.1 mmol), benzaldehyde (1.76 g, 16.6 mmol), sodium triacetoxyborohydride (3.84 g, 18.1 mmol) and 1 ,2-dichloroethane (30 mL) was stirred at 20 c for 18 h, then partitionedbetween saturated aqueous NaHCO3 (150 mL) and DCM (3 x 50 mL). Combined organic extracts were dried (Na2SO4) then evaporated in vacuo to give an oil. Chromatography (Si02, 0 - 30% EtOAc in petrol) gave the title compound (4.588 g, 74%) as a colourless solid. MS: [M+H] = 321.

74%

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20℃; for 18h;

A mixture of (2R ,5R)-5-hydroxymethyl-2-methyl-piperazine- 1 -carboxylic acid tert-butyl ester(which may be prepared as described in Preparation 4) (3.48 g, 15.1 mmol), benzaldehyde(1.76 g, 16.6 mmol), sodium triacetoxyborohydride (3.84 g, 18.1 mmol) and 1,2-dichloroethane(30 mL) was stirred at 20 C for 18 h, then partitioned between saturated aqueous NaHCO3(150 mL) and DCM (3 x 50 mL). Combined organic extracts were dried (Na2SO4) thenevaporated in vacuo to give an oil. Chromatography (Si02, 0 - 30% EtOAc in petrol) gave the title compound (4.588 g, 74%) as a colourless solid. MS: [M+H] = 321.

Reference： [1]Journal of Medicinal Chemistry,2017,vol. 60,p. 4611 - 4625
[2]Patent: WO2014/60768,2014,A1 .Location in patent: Page/Page column 92; 93
[3]Patent: WO2014/60767,2014,A1 .Location in patent: Page/Page column 100; 101
[4]Patent: WO2014/60770,2014,A1 .Location in patent: Page/Page column 123; 124
[5]Patent: WO2015/92420,2015,A1 .Location in patent: Page/Page column 108

15
[ 1403898-64-5 ]
2-chloro-1-[6-(4-fluorobenzyl)-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-b]pyridin-1-yl]-ethanone hydrochloride [ No CAS ]
[ 1403903-27-4 ]

Yield	Reaction Conditions	Operation in experiment
12.14 g	With potassium carbonate; potassium iodide; In acetonitrile; at 20℃;Inert atmosphere;	Finely ground potassium iodide (7.5 g, 45.26 mmol) was added to a mixture of (2R,5R)-5- hydroxymethyl-2-methyl-piperazine- 1 -carboxylic acid teit-butyl ester (5.7 g, 24.89 mmol), 2- chloro- 1 -[6-(4-fluorobenzyl)-3, 3-dimethyl-2, 3-dihydro-pyrrolo[3,2-b]pyridin- 1 -yl]-ethanone hydrochloride (8.35 g, 22.63 mmol) potassium carbonate (12.5 g, 90.51 mmol) andacetonitrile (100 mL) under nitrogen. The mixture was stirred at 20 C overnight. The mixture was partitioned between water (300 mL) and EtOAc (300 mL) and the organic phase was dried and evaporated in vacuo to give the title compound (12.14 g). MS: [M+H] = 527.
12.14 g	With potassium carbonate; potassium iodide; In acetonitrile; at 20℃;Inert atmosphere;	Preparation 22: (2R,5R)-4-{2-[6-(4-FI uoro-benzyl)-3,3-di methyl-2,3-di hydro-pyrrolo[3,2- b]pyridi n-I -yI]-2-oxo-ethyl}-5-hydroxymethyl-2-methyl-pi perazi ne-I -carboxylic acid tertbutyl esterFinely ground potassium iodide (7.5 g, 45.26 mmol) was added to a mixture of (2R,5R)-5- hydroxymethyl-2-methyl-piperazine- 1 -carboxylic acid teit-butyl ester (5.7 g, 24.89 mmol), 2- chloro- 1 -[6-(4-fluorobenzyl)-3, 3-dimethyl-2, 3-dihydro-pyrrolo[3,2-b]pyridin- 1 -yl]-ethanone hydrochloride (8.35 g, 22.63 mmol) potassium carbonate (12.5 g, 90.51 mmol) and acetonitrile (100 mL) under nitrogen. The mixture was stirred at 20 C overnight. The mixture waspartitioned between water (300 mL) and EtOAc (300 mL) and the organic phase was dried and evaporated in vacuo to give the title compound (12.14 g). MS: [M+H] = 527.
12.14 g	With potassium carbonate; potassium iodide; In acetonitrile; at 20℃;Inert atmosphere;	Preparation 18: (2R,5R)-4-{2-[6-(4-FI uoro-benzyl)-3,3-di methyl-2,3-di hydro-pyrrolo[3,2- b]pyridi n-I -yI]-2-oxo-ethyl}-5-hydroxymethyl-2-methyl-pi perazi ne-I -carboxylic acid tert-butyl esterFinely ground potassium iodide (7.5 g, 45.26 mmol) was added to a mixture of (2R,5R)-5-hydroxymethyl-2-methyl-piperazine-1-carboxylic acid teit-butyl ester (5.7 g, 24.89 mmol), 2-chloro- 1 -[6-(4-fluorobenzyl)-3, 3-dimethyl-2, 3-dihydro-pyrrolo[3,2-b]pyridin- 1 -yl]-ethanone hydrochloride (8.35 g, 22.63 mmol) potassium carbonate (12.5 g, 90.51 mmol) and acetonitrile (100 mL) under nitrogen. The mixture was stirred at 20 00 overnight. The mixture was partitioned between water (300 mL) and EtOAc (300 mL) and the organic phasewas dried and evaporated in vacuo to give the title compound (12.14 g). MS: [M+H] = 527.

Reference： [1]Patent: WO2014/60768,2014,A1 .Location in patent: Page/Page column 98
[2]Patent: WO2014/60767,2014,A1 .Location in patent: Page/Page column 119
[3]Patent: WO2014/60770,2014,A1 .Location in patent: Page/Page column 131

16
[ 1403898-64-5 ]
[ 1605312-01-3 ]