CAS No.135304-07-3,N-Acetyl-S-trans,trans-farnesyl-L-cysteine Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	135304-07-3
Name:	N-Acetyl-S-trans,trans-farnesyl-L-cysteine
Article Data:	4

Formula:	C₂₀H₃₃NO₃S
Molecular Weight:	367.553
Synonyms:	N-acetyl-S-farnesylcysteine;N-acetyl-S-trans, trans-farnesyl-L-cysteine;N-acetylfarnesylcysteine;N-AFC
Density:	1.038 g/cm³
Boiling Point:	566.1 °C at 760 mmHg
Flash Point:	296.1 °C
PSA:	91.70000
LogP:	5.11900

Synthetic route

: 616-91-1
N-acetylcystein

: 24163-93-7, 24163-94-8, 56881-57-3, 6874-67-5, 28290-41-7
farnesyl bromide

: 135304-07-3
N-acetyl-S-trans,trans-farnesyl-L-cysteine

Conditions

Conditions	Yield
With ammonia In methanol for 16h;	99%
With ammonia In methanol Alkylation;

: 135304-08-4
N-acetyl cysteine (S-farnesyl) methyl ester

: 135304-07-3
N-acetyl-S-trans,trans-farnesyl-L-cysteine

Conditions

Conditions	Yield
With lithium hydroxide In methanol; water for 24h;	84%

: 68000-92-0
trans,trans-farnesyl-L-cysteine

: 108-24-7
acetic anhydride

: 135304-07-3
N-acetyl-S-trans,trans-farnesyl-L-cysteine

Conditions

Conditions	Yield
With sodium hydroxide at 0 - 20℃;	52%

: 106-28-5
Farnesol

: 135304-07-3
N-acetyl-S-trans,trans-farnesyl-L-cysteine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: polymer supported PPh3; CBr4 / CH2Cl2 / 5 h 2: 70 percent / zinc acetate; TFA / dimethylformamide; acetonitrile; H2O / 24 h 3: 84 percent / LiOH / methanol; H2O / 24 h View Scheme

: 24163-93-7, 24163-94-8, 56881-57-3, 6874-67-5, 28290-41-7
farnesyl bromide

: 135304-07-3
N-acetyl-S-trans,trans-farnesyl-L-cysteine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 70 percent / zinc acetate; TFA / dimethylformamide; acetonitrile; H2O / 24 h 2: 84 percent / LiOH / methanol; H2O / 24 h View Scheme

: 135304-07-3
N-acetyl-S-trans,trans-farnesyl-L-cysteine

: titanium (R)-2-acetamido-3-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)propanoate

Conditions

Conditions	Yield
Stage #1: N-acetyl-S-trans,trans-farnesyl-L-cysteine With sodium hydroxide In water Stage #2: With titanium tetrachloride In tetrahydrofuran at 20℃;	91%

: 135304-07-3
N-acetyl-S-trans,trans-farnesyl-L-cysteine

: silver (R)-2-acetamido-3-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)propanoate

Conditions

Conditions	Yield
Stage #1: N-acetyl-S-trans,trans-farnesyl-L-cysteine With sodium hydroxide In water at 20℃; for 0.166667h; Stage #2: With silver nitrate In water for 1h;	84%

: 135304-07-3
N-acetyl-S-trans,trans-farnesyl-L-cysteine

: 1160502-59-9
C20H35N3O2S

Conditions

Conditions	Yield
Stage #1: N-acetyl-S-trans,trans-farnesyl-L-cysteine In dichloromethane for 0.5h; Stage #2: With hydrazine In tetrahydrofuran; dichloromethane at 20℃; for 3h;	80%

: 66-84-2
D-(+)-glucosamine hydrochloride

: 135304-07-3
N-acetyl-S-trans,trans-farnesyl-L-cysteine

: glucosamine (R)-2-amino-3-((2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienylthio)propanoate

Conditions

Conditions	Yield
Stage #1: N-acetyl-S-trans,trans-farnesyl-L-cysteine With sodium hydroxide In ethanol; water Stage #2: D-(+)-glucosamine hydrochloride In ethanol; water for 0.5h;	76%

: 135304-07-3
N-acetyl-S-trans,trans-farnesyl-L-cysteine

: 100-63-0
phenylhydrazine

: 1160502-64-6
C26H39N3O2S

Conditions

Conditions	Yield
Stage #1: N-acetyl-S-trans,trans-farnesyl-L-cysteine With triethylamine; HATU In tetrahydrofuran for 0.5h; Stage #2: phenylhydrazine In tetrahydrofuran	73%

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Specification

The L-Cysteine,N-acetyl-S-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]-, with the CAS registry number of 135304-07-3, is also known as N-Acetylfarnesylcysteine. This chemical's molecular formula is C₂₀H₃₃NO₃S and molecular weight is 367.55. What's more, its IUPAC name is (2R)-2-Acetamido-3-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]sulfanylpropanoic acid. In addition, it must be stored in airtight containers. It can inhibit Prenyl-cysteine carboxyl methyl transferases.

Physical properties about the L-Cysteine,N-acetyl-S-[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]- are: (1)ACD/LogP: 5.86; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 3.34; (4)ACD/LogD (pH 7.4): 2.19; (5)ACD/BCF (pH 5.5): 50.5; (6)ACD/BCF (pH 7.4): 3.56; (7)ACD/KOC (pH 5.5): 111.01; (8)ACD/KOC (pH 7.4): 7.82; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 12; (12)Polar Surface Area: 71.91 Å²; (13)Index of Refraction: 1.519; (14)Molar Refractivity: 107.55 cm³; (15)Molar Volume: 353.8 cm³; (16)Surface Tension: 38.4 dyne/cm; (17)Density: 1.038 g/cm³; (18)Flash Point: 296.1 °C; (19)Enthalpy of Vaporization: 92.91 kJ/mol; (20)Boiling Point: 566.1 °C at 760 mmHg; (21)Vapour Pressure: 2.71E-14 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(N[C@H](C(=O)O)CSC\C=C(/C)CC\C=C(/C)CC\C=C(/C)C)C
(2) InChI: InChI=1/C20H33NO3S/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-25-14-19(20(23)24)21-18(5)22/h8,10,12,19H,6-7,9,11,13-14H2,1-5H3,(H,21,22)(H,23,24)/b16-10+,17-12+/t19-/m0/s1
(3) InChIKey: XTURYZYJYQRJDO-BNAHBJSTBA