[ CAS No. 124655-17-0 ] {[proInfo.proName]}

Name: 124655-17-0|Boc-D-Tle-OH|95%
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SKU: A209899
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Quality Control of [ 124655-17-0 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 124655-17-0 ]

SDS Specification

Alternatived Products of [ 124655-17-0 ]

Product Details of [ 124655-17-0 ]

CAS No. :	124655-17-0	MDL No. :	MFCD00065575
Formula :	C₁₁H₂₁NO₄	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	LRFZIPCTFBPFLX-ZETCQYMHSA-N
M.W :	231.29	Pubchem ID :	7005057
Synonyms :	Boc-D-tert-leucine

Calculated chemistry of [ 124655-17-0 ]

Physicochemical Properties

Num. heavy atoms :	16
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.82
Num. rotatable bonds :	6
Num. H-bond acceptors :	4.0
Num. H-bond donors :	2.0
Molar Refractivity :	61.02
TPSA :	75.63 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) :	-6.09 cm/s

Lipophilicity

Log Po/w (iLOGP) :	2.26
Log Po/w (XLOGP3) :	2.28
Log Po/w (WLOGP) :	2.01
Log Po/w (MLOGP) :	1.42
Log Po/w (SILICOS-IT) :	0.75
Consensus Log Po/w :	1.74

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.56

Water Solubility

Log S (ESOL) :	-2.31
Solubility :	1.12 mg/ml ; 0.00485 mol/l
Class :	Soluble
Log S (Ali) :	-3.51
Solubility :	0.0722 mg/ml ; 0.000312 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-1.47
Solubility :	7.8 mg/ml ; 0.0337 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.81

Safety of [ 124655-17-0 ]

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

Application In Synthesis of [ 124655-17-0 ]

* 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 [ 124655-17-0 ]
Downstream synthetic route of [ 124655-17-0 ]

[ 124655-17-0 ] Synthesis Path-Upstream 1~8

1
[ 26782-71-8 ]
[ 24424-99-5 ]
[ 124655-17-0 ]

Yield	Reaction Conditions	Operation in experiment
83%	With sodium hydroxide In methanol; water at 0 - 20℃;	Intermediate 95To a solution of 3-methyl-D-valine (900 mg, 6.86 mmol) in 7 mL of 1 M aqueous sodium hydroxide and 7 mL of methanol was added Boc-anhydride (1 .797 g, 8.23 mmol) at 0°C. The reaction mixture was warmed to room temperature and stirred overnight. After most of the methanol was evaporated, the solution was acidified to pH 2 with an aqueous solution of HCI (1 M) and extracted 3 times with ethylacetate (3 x 20 mL). The organic layers were combined and washed with brine (2 x 5mL). Evaporation of the solvent afforded the title compound as a white solid with a 83percent yield(1.36 g).H NMR (400 MHz, DMSO-c/₆): δ ppm 12.44 (1 H, s), 6.82 (1 H, d), 3.76 (1 H, d), 1.38 (9H, (9H, s); UPLC: 0.64 min, 232 [M+H]+
1.36 g	With sodium hydroxide In methanol; water at 0 - 20℃;	Intermediate 76 N-[(1,1-dimethylethyl)oxy]carbonyl}-3-methyl-D-valine [0708] [0709] To a solution of 3-methyl-D-valine (900 mg, 6.86 mmol) in 7 ml of 1 M aqueous sodium hydroxide and 7 ml of methanol was added Boc-anhydride (1.797 g, 8.23 mmol) at 0° C. The reaction mixture was warmed to room temperature and stirred overnight. After most of the methanol was evaporated, the solution was acidified to pH 2 with an aqueous solution of HCl (1M) and extracted 3 times with ethylacetate (3×20 ml). The organic layers were combined and washed with brine (2×5 ml). Evaporation of the solvent afforded the title compound as a white solid (1.36 g). [0710] ¹H NMR (400 MHz, DMSO-d₆): δ ppm 12.44 (1H, s), 6.82 (1H, d), 3.76 (1H, d), 1.38 (9H, s), 0.93 (9H, s); UPLC: 0.64 min, 232 [M+H]+

Reference： [1] Patent: WO2011/69951, 2011, A1, . Location in patent: Page/Page column 77
[2] Journal of Medicinal Chemistry, 2008, vol. 51, # 15, p. 4620 - 4631
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 13, p. 4815 - 4830
[4] Patent: WO2012/76877, 2012, A1, . Location in patent: Page/Page column 97
[5] Patent: US2013/267510, 2013, A1, . Location in patent: Paragraph 0708-0710

2
[ 24424-99-5 ]
[ 124655-17-0 ]

Reference： [1] Patent: US2013/66109, 2013, A1, . Location in patent: Paragraph 0320; 0321; 0322

3
[ 142618-92-6 ]
[ 124655-17-0 ]

Reference： [1] Chemical and Pharmaceutical Bulletin, 1992, vol. 40, # 4, p. 1077 - 1079
[2] Tetrahedron, 1997, vol. 53, # 4, p. 1275 - 1294

4
[ 24424-99-5 ]
[ 124655-17-0 ]

Reference： [1] Tetrahedron, 1997, vol. 53, # 4, p. 1275 - 1294
[2] Tetrahedron, 1997, vol. 53, # 4, p. 1275 - 1294

5
[ 142618-89-1 ]
[ 124655-17-0 ]

Reference： [1] Tetrahedron, 1997, vol. 53, # 4, p. 1275 - 1294
[2] Tetrahedron, 1997, vol. 53, # 4, p. 1275 - 1294

6
[ 630-19-3 ]
[ 124655-17-0 ]

Reference： [1] Patent: US2013/66109, 2013, A1,
[2] Patent: US2013/66109, 2013, A1,

7
[ 153960-35-1 ]
[ 124655-17-0 ]

Reference： [1] Tetrahedron Asymmetry, 2006, vol. 17, # 13, p. 1995 - 1999

8
[ 330455-53-3 ]
[ 124655-17-0 ]

Reference： [1] Patent: US2013/66109, 2013, A1,

[ 124655-17-0 ] Synthesis Path-Downstream 1~88

1
[ 142618-92-6 ]
[ 124655-17-0 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 1077 - 1079
[2]Tetrahedron,1997,vol. 53,p. 1275 - 1294

2
[ 7536-58-5 ]
[ 13734-34-4 ]
[ 47355-10-2 ]
[ 124655-17-0 ]
Boc-Gly, Boc-Met [ No CAS ]
(S)-3-{(R)-2-[(S)-2-[2-((S)-2-Amino-4-methylsulfanyl-butyrylamino)-acetylamino]-3-(1H-indol-3-yl)-propionylamino]-3,3-dimethyl-butyrylamino}-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid [ No CAS ]

Reference： [1]Collection of Czechoslovak Chemical Communications,1991,vol. 56,p. 2209 - 2217

3
D,L-N-Boc-t-leucine methyl ester [ No CAS ]
[ 62965-35-9 ]
[ 124655-17-0 ]
[ 153960-35-1 ]

Reference： [1]Tetrahedron Asymmetry,2006,vol. 17,p. 1995 - 1999

4
[ 124655-17-0 ]
[ 141104-65-6 ]
2-(2-tert-butoxycarbonylamino-3,3-dimethyl-butyrylamino)-indan-2-carboxylic acid ethyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 5047 - 5050

5
[ 124655-17-0 ]
[ 26782-71-8 ]

Reference： [1]Tetrahedron Asymmetry,2006,vol. 17,p. 1995 - 1999

6
[ 153960-35-1 ]
[ 124655-17-0 ]

Reference： [1]Tetrahedron Asymmetry,2006,vol. 17,p. 1995 - 1999

7
[ 1003888-39-8 ]
[ 124655-17-0 ]
C₄₀H₅₃N₅O₈ [ No CAS ]