Product Name

  • Name

    D-alpha-Cyclohexylglycine

  • EINECS
  • CAS No. 14328-52-0
  • Article Data9
  • CAS DataBase
  • Density 1.12 g/cm3
  • Solubility soluble in water
  • Melting Point 256 °C
  • Formula C8H15NO2
  • Boiling Point 292.8 °C at 760 mmHg
  • Molecular Weight 157.213
  • Flash Point 130.9 °C
  • Transport Information
  • Appearance white powder
  • Safety 37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 14328-52-0 (D-alpha-Cyclohexylglycine)
  • Hazard Symbols IrritantXi
  • Synonyms Cyclohexaneaceticacid, a-amino-, (R)-;Cyclohexaneaceticacid, a-amino-, D- (8CI);(R)-2-Amino-2-cyclohexylacetic acid;D-Cyclohexylglycine;D-a-Aminocyclohexaneacetic acid;
  • PSA 63.32000
  • LogP 1.67890

Synthetic route

(R)-phenylglycine
875-74-1

(R)-phenylglycine

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

Conditions
ConditionsYield
With hydrogenchloride; hydrogen In water; isopropyl alcohol at 50 - 60℃; for 6 - 8h;95.8%
With hydrogen; platinum(IV) oxide In acetic acid Ambient temperature;91%
With hydrogenchloride; hydrogen; rhodium under 38000 Torr; for 240h;79%
With hydrogenchloride; platinum at 70℃; Hydrogenation;
With hydrogenchloride; hydrogen; platinum(IV) oxide In ethanol
(R)-benzoylamino-cyclohexyl-acetic acid
5963-46-2, 59759-91-0, 145416-94-0

(R)-benzoylamino-cyclohexyl-acetic acid

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

Conditions
ConditionsYield
With hydrogenchloride
(S)-2-phenylglycine
2935-35-5

(S)-2-phenylglycine

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

Conditions
ConditionsYield
(i) aq. HCl, (ii) (hydrogenation); Multistep reaction;
(R)-(acetylamino)-(cyclohexyl)acetic acid
14429-43-7

(R)-(acetylamino)-(cyclohexyl)acetic acid

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

Conditions
ConditionsYield
With hydrogen bromide Heating;
(R)-phenylglycine, N-salicylidene derivative
63546-36-1

(R)-phenylglycine, N-salicylidene derivative

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide
ristomycinic acid
54750-25-3

ristomycinic acid

A

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

B

(S)-Amino-(3,5-dihydroxy-4-methyl-phenyl)-acetic acid
76249-99-5

(S)-Amino-(3,5-dihydroxy-4-methyl-phenyl)-acetic acid

Conditions
ConditionsYield
With hydrogen
2-cyclohexylglycine
5664-29-9

2-cyclohexylglycine

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: quinine
3: aqueous HCl
View Scheme
Multi-step reaction with 2 steps
1: acetic acid / (enzymatic racemate resolution)
2: aq. HBr / Heating
View Scheme
N-benzoyl-α-cyclohexylglycine
59759-91-0

N-benzoyl-α-cyclohexylglycine

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: quinine
2: aqueous HCl
View Scheme
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(R)-2-bromo-2-cyclohexylacetic acid
929003-25-8

(R)-2-bromo-2-cyclohexylacetic acid

Conditions
ConditionsYield
With hydrogen bromide; sodium nitrite In water at 0℃; for 2.5h;92%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(2R)-[(tert-butoxycarbonyl)-amino](cyclohexyl)ethanoic acid
70491-05-3

(2R)-[(tert-butoxycarbonyl)-amino](cyclohexyl)ethanoic acid

Conditions
ConditionsYield
Stage #1: di-tert-butyl dicarbonate; (R)-2-amino-2-cyclohexyl acetic acid With sodium carbonate In water; acetone at 20℃; for 16h;
Stage #2: With potassium hydrogensulfate In water pH=1;
89%
With tetramethyl ammoniumhydroxide73%
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(R)-(-)-2-amino-2-cyclohexylethan-1-ol
85711-13-3

(R)-(-)-2-amino-2-cyclohexylethan-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether82%
With lithium aluminium tetrahydride In tetrahydrofuran for 5h; Heating;80%
With lithium aluminium tetrahydride In tetrahydrofuran at 20 - 80℃; for 4h;400 mg
With sodium tetrahydroborate; iodine In tetrahydrofuran at 0℃; for 15h; Reflux;
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

3-Methylbenzoyl chloride
1711-06-4

3-Methylbenzoyl chloride

(R)-2-cyclohexyl-2-(3-methylbenzamido)acetic acid

(R)-2-cyclohexyl-2-(3-methylbenzamido)acetic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 0℃; for 0.166667h;50%
formic acid
64-18-6

formic acid

7-fluoro-1-(4-{[(2S)-oxiran-2-yl]methyl}piperazin-1-yl)isoquinoline

7-fluoro-1-(4-{[(2S)-oxiran-2-yl]methyl}piperazin-1-yl)isoquinoline

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(2R)-cyclohexyl({(2R)-3-[4-(7-fluoroisoquinolin-1-yl)piperazin-1-yl]-2-hydroxypropyl}amino)acetic acid formate

(2R)-cyclohexyl({(2R)-3-[4-(7-fluoroisoquinolin-1-yl)piperazin-1-yl]-2-hydroxypropyl}amino)acetic acid formate

Conditions
ConditionsYield
Stage #1: 7-fluoro-1-(4-{[(2S)-oxiran-2-yl]methyl}piperazin-1-yl)isoquinoline; (R)-2-amino-2-cyclohexyl acetic acid With N-ethyl-N,N-diisopropylamine In water; isopropyl alcohol at 90℃; for 3h;
Stage #2: formic acid
33%
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(2R)-cyclohexyl glycine ethyl ester
17609-50-6

(2R)-cyclohexyl glycine ethyl ester

Conditions
ConditionsYield
With hydrogenchloride; ethanol
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(R)-amino(cyclohexyl)acetic acid methyl ester
37763-24-9, 145618-11-7

(R)-amino(cyclohexyl)acetic acid methyl ester

Conditions
ConditionsYield
With hydrogenchloride; methanol
methanol
67-56-1

methanol

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(R)-amino(cyclohexyl)acetic acid methyl ester
37763-24-9, 145618-11-7

(R)-amino(cyclohexyl)acetic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride
With thionyl chloride at -20℃; for 18h; Reflux;
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

sodium salicylate
3116-83-4

sodium salicylate

(R)-Cyclohexyl-{[1-(2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-acetic acid

(R)-Cyclohexyl-{[1-(2-hydroxy-phenyl)-meth-(E)-ylidene]-amino}-acetic acid

Conditions
ConditionsYield
In methanol
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

Fmoc-Pro-OH
71989-31-6

Fmoc-Pro-OH

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-(4-Amino-cyclohexylmethyl)-isoindole-1,3-dione

2-(4-Amino-cyclohexylmethyl)-isoindole-1,3-dione

(S)-1-((R)-2-Amino-2-cyclohexyl-acetyl)-pyrrolidine-2-carboxylic acid (4-amino-cyclohexylmethyl)-amide; compound with trifluoro-acetic acid

(S)-1-((R)-2-Amino-2-cyclohexyl-acetyl)-pyrrolidine-2-carboxylic acid (4-amino-cyclohexylmethyl)-amide; compound with trifluoro-acetic acid

Conditions
ConditionsYield
Multistep reaction;
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(R)-2-(Acetylamino)-2-cyclohexylethanol
100929-28-0

(R)-2-(Acetylamino)-2-cyclohexylethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 82 percent / LiAlH4 / diethyl ether
2: pyridine / CH2Cl2 / 0 °C
3: KOH / methanol; H2O / 1 h / Heating
View Scheme
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

Acetic acid (R)-2-acetylamino-2-cyclohexyl-ethyl ester
100929-35-9

Acetic acid (R)-2-acetylamino-2-cyclohexyl-ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 82 percent / LiAlH4 / diethyl ether
2: pyridine / CH2Cl2 / 0 °C
View Scheme
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

N-((R)-1-Cyclohexyl-2-hydroxy-ethyl)-3-hydroxy-3-phenyl-propionamide
100929-31-5

N-((R)-1-Cyclohexyl-2-hydroxy-ethyl)-3-hydroxy-3-phenyl-propionamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 82 percent / LiAlH4 / diethyl ether
2: pyridine / CH2Cl2 / 0 °C
3: KOH / methanol; H2O / 1 h / Heating
4: BuLi / tetrahydrofuran / 1 h / -78 °C
View Scheme
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(R)-N-acetyl-α-cyclohexylglycine methyl ester

(R)-N-acetyl-α-cyclohexylglycine methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol; hydrogen chloride
2: benzene
View Scheme
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(R)-acetylamino-cyclohexyl-acetic acid ethyl ester

(R)-acetylamino-cyclohexyl-acetic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol; hydrogen chloride
2: aqueous sodium carbonate
View Scheme
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(R)-benzamino-cyclohexyl-acetic acid methyl ester
145416-93-9

(R)-benzamino-cyclohexyl-acetic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol; hydrogen chloride
2: pyridine
View Scheme
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(R)-benzamino-cyclohexyl-acetic acid ethyl ester

(R)-benzamino-cyclohexyl-acetic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol; hydrogen chloride
2: aqueous sodium carbonate
View Scheme
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

N-Tosyl-S-benzyl-cysteinyl-tyrosyl-(D-2-cyclohexyl-2-amino-essigsaeuremethylester)
14328-68-8

N-Tosyl-S-benzyl-cysteinyl-tyrosyl-(D-2-cyclohexyl-2-amino-essigsaeuremethylester)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: SOCl2
2: (i) aq. HCl, NaNO2, AcOH, Et2O, (ii) /BRN= 3197268/
View Scheme
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

N-Tosyl-S-benzyl-cysteinyl-tyrosyl-(D-2-cyclohexyl-2-amino-essigsaeurehydrazid)

N-Tosyl-S-benzyl-cysteinyl-tyrosyl-(D-2-cyclohexyl-2-amino-essigsaeurehydrazid)

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: SOCl2
2: (i) aq. HCl, NaNO2, AcOH, Et2O, (ii) /BRN= 3197268/
3: N2H4*H2O
View Scheme
tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

benzyl (2R)-2-amino-2-cyclohexylethanoate methanesulfonate
304859-69-6

benzyl (2R)-2-amino-2-cyclohexylethanoate methanesulfonate

Conditions
ConditionsYield
With methanesulfonic acid; benzyl alcohol In toluene404 g (92%)
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

C18H31NO6

C18H31NO6

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium carbonate / water; acetone / 16 h / 20 °C
1.2: pH 1
2.1: 4-methyl-morpholine / tetrahydrofuran / -78 °C / Inert atmosphere
2.2: -78 °C / Inert atmosphere
View Scheme
(R)-2-amino-2-cyclohexyl acetic acid
14328-52-0

(R)-2-amino-2-cyclohexyl acetic acid

(R)-tert-butyl (2-(benzylamino)-1-cyclohexyl-2-oxoethyl)carbamate
1312306-59-4

(R)-tert-butyl (2-(benzylamino)-1-cyclohexyl-2-oxoethyl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium carbonate / water; acetone / 16 h / 20 °C
1.2: pH 1
2.1: 4-methyl-morpholine / tetrahydrofuran / -78 °C / Inert atmosphere
2.2: -78 °C / Inert atmosphere
3.1: tetrahydrofuran / 1.5 h / -78 - 20 °C / Inert atmosphere
View Scheme

D-alpha-Cyclohexylglycine Chemical Properties

ProductName: D-Cyclohexylglycine
CAS No.: 14328-52-0
Molecular Formula: C8H15NO2
Molecular Weight: 157.21 g/mol
Melting Point: 256 °C 
Polar Surface Area: 29.54 Å2
Index of Refraction: 1.51
Molar Refractivity: 42 cm3
Molar Volume: 140.3 cm3
Surface Tension: 47.6 dyne/cm
Enthalpy of Vaporization: 58.57 kJ/mol
Vapour Pressure: 0.000441 mmHg at 25°C
Density: 1.12 g/cm3 
Flash Point: 130.9 °C
Boiling Point: 292.8 °C at 760 mmHg
Following is the structure:

                 
The chemical synonymous of D-Cyclohexylglycine (CAS NO.14328-52-0) are (R)-Cyclohexylglycine ; (R)-Amino-cyclohexyl-acetic acid ; R)-(+)-Alpha-aminocyclohexylacetic acid ; R)-Alpha-aminocyclohexylacetic acid ; D-Cyclohexylglycine ; D-Chg;d-2-cyclohexyl-glycine ; D-2-Cyclohexylglycine trifluoroacetate
Product Categories is mainly refer to Peptide.

D-alpha-Cyclohexylglycine Safety Profile

Hazard Codes:
    Xi: Irritant
Risk Statements about D-Cyclohexylglycine (CAS NO.14328-52-0):
    R36/37/38 Irritating to eyes, respiratory system and skin.
Safety Statements:
    S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
    S37/39 Wear suitable gloves and eye/face protection.

D-alpha-Cyclohexylglycine Specification

1. Storage: Store in a tightly closed container. Store in a dry area. Keep refrigerated. (Store below 4°C/39°F.)
2. Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
3. Personal Protection: Eyes: Wear chemical splash goggles.Skin: Wear appropriate protective gloves to prevent skin exposure.Clothing: Wear appropriate protective clothing to prevent skin exposure.Respirators: Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced. 
4. Fire Fighting: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 

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