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Name	(S)-1-N-Cbz-prolinamide	EINECS	231-397-0
CAS No.	34079-31-7	Density	1.263 g/cm³
PSA	72.63000	LogP	1.91110
Solubility	N/A	Melting Point	90-95℃
Formula	C₁₃H₁₆N₂O₃	Boiling Point	465.6 °C at 760 mmHg
Molecular Weight	248.282	Flash Point	235.4 °C
Transport Information	N/A	Appearance	N/A
Safety	36	Risk Codes	22-36/37/38
Molecular Structure		Hazard Symbols	Xn
Synonyms	1-Pyrrolidinecarboxylicacid, 2-(aminocarbonyl)-, phenylmethyl ester, (S)-;1-Pyrrolidinecarboxylicacid, 2-carbamoyl-, benzyl ester, L- (8CI);(S)-1-Carbobenzoxypyrrolidine-2-carboxamide;(S-2-Carbamoylpyrrolidine-1-carboxylic acid benzyl ester;Benzyl(2S)-2-carbamoylpyrrolidine-1-carboxylate;Cbz-Pro-NH2;N-Benzyloxycarbonyl-L-prolinamide;	Article Data	36

(S)-1-N-Cbz-prolinamide Synthetic route

: 1148-11-4
N-Benzyloxycarbonyl-L-proline

: 34079-31-7
Z-Pro-NH2

Conditions

Conditions	Yield
With ammonium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 24h;	100%
With ammonium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃;	100%
Stage #1: N-Benzyloxycarbonyl-L-proline With 4-methyl-morpholine; chloroformic acid ethyl ester In tetrahydrofuran at 0℃; for 0.25h; Stage #2: With ammonia In tetrahydrofuran; water at 0 - 20℃; for 15h;	100%

: 3304-59-4
N-benzyloxycarbonyl-L-proline p-nitrophenyl ester

: 34079-31-7
Z-Pro-NH2

Conditions

Conditions	Yield
With ammonia; triethylamine In methanol at 0℃; Reflux;	90%

: 61350-60-5, 61350-62-7, 89705-40-8, 106709-50-6
(S)-benzyloxycarbonyl-proline acid chloride

: 34079-31-7
Z-Pro-NH2

Conditions

Conditions	Yield
With ammonia In dichloromethane at 0 - 20℃; Large scale;	82%
With ammonia In tetrahydrofuran at 0 - 20℃; for 1h;

: 501-53-1
benzyl chloroformate

: 7531-52-4
L-prolinamide

: 34079-31-7
Z-Pro-NH2

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃;	76%
With sodium hydroxide

: 14030-00-3
(2S)-2-[({(2S)-1-[(benzyloxy)carbonyl]tetrahydro-1H-pyrrol-2-yl}carbonyl)amino]propanoic acid

A: N2-(Benzyloxycarbonyl)-N1-(1'-hydroxyethyl)-L-prolinamid

B: 34079-31-7
Z-Pro-NH2

Conditions

Conditions	Yield
With acetic acid; N-ethyl-N,N-diisopropylamine anodic oxidation; Pt electrodes, i = 250 mA*cm-2, current equiv.: 13.4 F/mol;	A 50% B 12%

: N2-(Benzyloxycarbonyl)-N1-(1'-hydroxyethyl)-L-prolinamid

: 34079-31-7
Z-Pro-NH2

Conditions

Conditions	Yield
With trifluoroacetic acid In water at 30℃; for 6h; Yield given;

: 2766-18-9
N-carbobenzoxyprolylglycine

: 34079-31-7
Z-Pro-NH2

Conditions

Conditions	Yield
With methanol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid 1.) anodic oxidation; Pt electrodes, i = 250 mA*cm-2, current equiv.: 16.5 F/mol, 2.) H2O, 25 deg C, 8 h; Yield given. Multistep reaction;

: (S)-2-Ethoxycarbonyloxycarbonyl-pyrrolidine-1-carboxylic acid benzyl ester

: 34079-31-7
Z-Pro-NH2

Conditions

Conditions	Yield
With ammonia In dichloromethane at -20℃; for 1h; Yield given;
With ammonium hydroxide In tetrahydrofuran at 0℃; for 0.75h; Yield given;
With ammonia In water for 4h;

: 501-53-1
benzyl chloroformate

D-lysine: D-lysine

: 34079-31-7
Z-Pro-NH2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / aq. NaOH / 2 h / 5 °C 2: 96 percent / di-tert-butyl pyrocarbonate; ammonium hydrogencarbonate; pyridine / acetonitrile / 68 h View Scheme
Multi-step reaction with 2 steps 1.1: Boc2O 1.2: 96 percent / NH4HCO3 View Scheme

: 147-85-3
L-proline

: 34079-31-7
Z-Pro-NH2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / aq. NaOH / 2 h / 5 °C 2: 96 percent / di-tert-butyl pyrocarbonate; ammonium hydrogencarbonate; pyridine / acetonitrile / 68 h View Scheme
Multi-step reaction with 2 steps 1.1: Boc2O 1.2: 96 percent / NH4HCO3 View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / H2O / Ambient temperature 2: 1.) triethylamine, isobutyl chloroformate, 2.) ammonia / 1.) chloroform, 0 deg C, 2 h, 2.) chloroform, RT, overnight View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / 2 h / 5 °C 2: di-tert-butyl dicarbonate; ammonium bicarbonate; pyridine / acetonitrile / 68 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate / toluene / 2 h / 10 - 20 °C 2: thionyl chloride / toluene / 4 h / Reflux 3: ammonia / dichloromethane / 0 - 20 °C / Large scale View Scheme

(S)-1-N-Cbz-prolinamide Specification

The Z-Pro-NH₂, with the CAS registry number 34079-31-7, has the systematic name of benzyl (2S)-2-carbamoylpyrrolidine-1-carboxylate. It belongs to the following categories: Proline [Pro, P]; Z-Amino Acids and Derivatives; Z-Amino acid series. And it should be stored in the sealed containers at room temperature. The molecular formula of the chemical is C₁₃H₁₆N₂O₃.

The physical properties of Z-Pro-NH₂ are as followings: (1)ACD/LogP: 0.23; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.23; (4)ACD/LogD (pH 7.4): 0.23; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 31.58; (8)ACD/KOC (pH 7.4): 31.58; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 49.85 Å²; (13)Index of Refraction: 1.581; (14)Molar Refractivity: 65.55 cm³; (15)Molar Volume: 196.5 cm³; (16)Polarizability: 25.98×10^-24cm³; (17)Surface Tension: 56.7 dyne/cm; (18)Density: 1.263 g/cm³; (19)Flash Point: 235.4 °C; (20)Enthalpy of Vaporization: 72.72 kJ/mol; (21)Boiling Point: 465.6 °C at 760 mmHg; (22)Vapour Pressure: 7.61E-09 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(N)[C@H]2N(C(=O)OCc1ccccc1)CCC2
(2)InChI: InChI=1/C13H16N2O3/c14-12(16)11-7-4-8-15(11)13(17)18-9-10-5-2-1-3-6-10/h1-3,5-6,11H,4,7-9H2,(H2,14,16)/t11-/m0/s1
(3)InChIKey: ZCGHEBMEQXMRQL-NSHDSACASA-N

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