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15761-39-4

Basic Information
CAS No.: 15761-39-4
Name: BOC-L-Proline
Article Data: 109
Molecular Structure:
Molecular Structure of 15761-39-4 (BOC-L-Proline)
Formula: C10H17NO4
Molecular Weight: 215.249
Synonyms: Boc-Pro-OH;(2S)-1,2-Pyrrolidinedicarboxylic acid1-(1,1-dimethylethyl) ester;(S)-1-(tert-Butoxycarbonyl)-2-pyrrolidinecarboxylicacid;1-(tert-Butoxycarbonyl)-(S)-proline;1-tert-Butyloxycarbonyl-L-proline;L-N-Boc-proline;N-(tert-Butoxycarbonyl)-L-proline;N-(tert-Butyloxycarbonyl)-L-proline;N-[(1,1-Dimethylethoxy)carbonyl]-(S)-proline;Boc-L-Proline;
EINECS: 239-848-3
Density: 1.201 g/cm3
Melting Point: 133-135 °C(lit.)
Boiling Point: 337.2 °C at 760 mmHg
Flash Point: 157.7 °C
Appearance: White to off-white microcrystalline powder
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-36/37/38
Safety: 24/25-36-26
PSA: 66.84000
LogP: 1.40840
Synthetic route
24424-99-5

di-tert-butyl dicarbonate

147-85-3

L-proline

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 19h; Cooling with ice;100%
With amberlyst-15 In ethanol at 20℃; for 0.0833333h; chemoselective reaction;100%
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 16h;100%
110345-80-7

1-(tert-butyl) 2-(2-oxo-2-phenylethyl) (S)-pyrrolidine-1,2-dicarboxylate

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 2h; Irradiation;100%
With ammonium formate; palladium on activated charcoal In methanol at 20℃; for 0.166667h; Hydrogenolysis;95%
With magnesium; acetic acid In methanol; N,N-dimethyl-formamide at 20℃; for 75h;
89037-64-9

1-tert-butoxycarbonyloxybenzotriazole

147-85-3

L-proline

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane; water for 0.166667h; Ambient temperature;99%
89985-91-1

tert-butyl pyridin-2-yl carbonate

147-85-3

L-proline

A

142-08-5

2-hydroxypyridin

B

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 6h; Ambient temperature;A n/a
B 98%
59936-29-7

(S)-N-(tert-butoxycarbonyl)proline methyl ester

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
Stage #1: (S)-N-(tert-butoxycarbonyl)proline methyl ester With sodium hydroxide In methanol; water for 5h; Reflux;
Stage #2: With hydrogenchloride In water pH=3;
98%
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃;97%
With lithium hydroxide In tetrahydrofuran; methanol
With lithium hydroxide In 1,4-dioxane

C24H27NO5

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 1h; Irradiation;97%
89985-91-1

tert-butyl pyridin-2-yl carbonate

147-85-3

L-proline

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 6h; Ambient temperature; method for mild t-butoxycarbonylation of amino acids;96%
147-85-3

L-proline

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 6h; Ambient temperature;96%
Multi-step reaction with 3 steps
1: thionyl chloride / 4 h / 0 - 20 °C
2: triethylamine / tetrahydrofuran / 5 h / 0 - 20 °C
3: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C
View Scheme
147-85-3

L-proline

250296-58-3

N-tert-Butoxycarbonyl-N-trifluoromethylsulfonyl-4-trifluoromethylanilide

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
With water; triethylamine In 1,4-dioxane at 20℃; for 24h; Acylation;96%
105678-24-8

O-(tert-butyl) S-(pyridin-2-yl)carbonothioate

147-85-3

L-proline

A

2637-34-5

2-Mercaptopyridine

B

15761-39-4

1-(tert-butoxycarbonyl)-L-proline

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 4h; Ambient temperature;A n/a
B 95%
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  • 1,2-Pyrrolidinedicarboxylicacid, 1-(1,1-dimethylethyl) ester, (2S)-

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  • Boc-DL-Proline-OH

  • Casno:

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    Product Name: BOC-L-Proline CAS: 15761-39-4 MF: C10H17NO4 MW: 215.25 EINECS: 239-848-3 Mol File: 15761-39-4.mol BOC-L-Proline Structure BOC-L-Proline Chemical Properties Melting point 133-135 °C(lit.) alpha -60.5 º

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Specification

The Boc-L-Proline, with the CAS registry number 15761-39-4,is also known as N-(tert-Butoxycarbonyl)-L-proline; (S)-1,2-Pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester. It belongs to the product categories of Biochemistry;Boc-Amino Acids;Boc-Amino acid series. This chemical's molecular formula is C10H17NO4  and molecular weight is 215.25.Its EINECS number is 239-848-3. What's more,Its systematic name is 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester,(2S)-. It is a White to off-white microcrystalline powder.The Boc-L-Proline is harmful by inhalation, in contact with skin and if swallowed and irritating to eyes, respiratory system and skin .When you use it ,you should avoid contact with skin and eyes ,and wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .It is an unnatural amino acid for peptidomimetics and biological research.

Physical properties about Boc-L-Proline are:
(1)ACD/LogP:  1.233; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  -0.27; (4)ACD/LogD (pH 7.4):  -2.00; (5)ACD/BCF (pH 5.5):  1.00; (6)ACD/BCF (pH 7.4):  1.00; (7)ACD/KOC (pH 5.5):  3.52; (8)ACD/KOC (pH 7.4):  1.00; (9)#H bond acceptors:  5; (10)#H bond donors:  1; (11)#Freely Rotating Bonds:  3; (12)Index of Refraction:  1.503; (13)Molar Refractivity:  52.935 cm3; (14)Molar Volume:  179.209 cm3; (15)Surface Tension:  47.0009994506836 dyne/cm; (16)Density:  1.201 g/cm3; (17)Flash Point:  157.722 °C; (18)Enthalpy of Vaporization:  63.79 kJ/mol; (19)Boiling Point:  337.181 °C at 760 mmHg; (20)Vapour Pressure:  0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(OC(C)(C)C)N1[C@H](C(=O)O)CCC1;
(2)Std. InChI:InChI=1S/C10H17NO4/c1-10(2,3)15-9(14)11-6-4-5-7(11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m0/s1;
(3)Std. InChIKey:ZQEBQGAAWMOMAI-ZETCQYMHSA-N.