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Home> Encyclopedia >Vitamins, Amino Acids and Coenzymes>Pharmaceutical Intermediates>Organic Intermediate
FMOC-L-Proline structure
FMOC-L-Proline structure

FMOC-L-Proline

Iupac Name:(2S)-1-(9H-fluoren-9-ylmethoxycarbonyl)pyrrolidine-2-carboxylic acid
CAS No.: 71989-31-6
Molecular Weight:337.37
Modify Date.: 2022-11-22 19:58
Introduction:

white to light yellow crystal powde

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1. Names and Identifiers
1.1 Name
FMOC-L-Proline
1.2 Synonyms

1,2-Pyrrolidinedicarboxylic acid, 1-(9H-fluoren-9-ylmethyl) ester, (2S)- 1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-proline 9-FLUORENYLMETHOXYCARBONYL-L-PROLINE EINECS 276-259-0 Fmoc-L-proline-OH FMOC-L-PRO-OH FMOC-L-PRO-OH H2O Fmoc-Pro-OH MFCD00065670 N-(9-FLUORENYLMETHOXYCARBONYL)-L-PROLINE N-(9-FLUORENYLMETHOXYCARBONYL)-L-PYRROLIDINE-2-CARBOXYLIC ACID N-(9-FLUOROENYLMETHOXYCARBONYL)-L-SERINE N-9-FLUORENYLMETHYLOXYCARBONYL-L-PROLINE N-ALPHA-FMOC-L-PROLINE

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1.3 CAS No.
71989-31-6
1.4 CID
688135
1.5 EINECS(EC#)
276-259-0
1.6 Molecular Formula
C20H19NO4 (isomer)
1.7 Inchi
InChI=1S/C20H19NO4/c22-19(23)18-10-5-11-21(18)20(24)25-12-17-15-8-3-1-6-13(15)14-7-2-4-9-16(14)17/h1-4,6-9,17-18H,5,10-12H2,(H,22,23)/t18-/m0/s1
1.8 InChIkey
ZPGDWQNBZYOZTI-SFHVURJKSA-N
1.9 Canonical Smiles
C1CC(N(C1)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O
1.10 Isomers Smiles
C1C[C@H](N(C1)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O
2. Properties
2.1 Density
1.328
2.1 Melting point
112-115℃
2.1 Boiling point
548.6 °C at 760 mmHg
2.1 Refractive index
-32.5 ° (C=1, DMF)
2.1 Flash Point
285.6 °C
2.1 Precise Quality
337.13100
2.1 PSA
66.84000
2.1 logP
3.42240
2.1 Solubility
Soluble in methanol. (almost transparency.)
2.2 Appearance
White to off-white crystalline powder
2.3 Storage
Keep Cold.
2.4 Chemical Properties
white to light yellow crystal powde FMOC-L-ProlineSupplier
2.5 pKa
3.95±0.20(Predicted)
2.6 Water Solubility
soluble in methanol. (almost transparency.)
2.7 Stability
Stable under normal temperatures and pressures.
2.8 StorageTemp
Store below +30°C.
3. Safety and Handling
3.1 Hazard Codes
Xi
3.1 Risk Statements
R36/37/38
3.1 Safety Statements
S26;S36
3.1 Hazard Declaration
H302
3.1 RIDADR
OTH
3.1 Caution Statement
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
3.1 WGK Germany
3
3.1 Safety

Hazard Codes:? Xi
The Risk Statements information of Fmoc-l-proline:
36/37/38:? Irritating to eyes, respiratory system and skin?
The Safety Statements information of? Fmoc-l-proline:
26:? In case of contact with eyes, rinse immediately with plenty of water and seek medical advice?
36:? Wear suitable protective clothing?
24/25:? Avoid contact with skin and eyes?
WGK Germany: 3

3.2 Specification

?Fmoc-l-proline , its cas register number is 71989-31-6. It also can be called N-9-Fluorenylmethyloxycarbonyl-l-proline ; N-(9-Fluoroenylmethoxycarbonyl)-l-serine ;N-Alpha-(9-Fluorenylmethoxycarbonyl)-L-proline monohydrate ; N-[(9h-Fluoren-9-ylmethoxy)carbonyl]-l-proline ; N-Fmoc-l-pro ; N-Fmoc-pro-oh ; N-Alpha-(9-fluorenylmethoxycarbonyl)-l-proline .?
?Fmoc-l-proline (CAS NO.71989-31-6) is stable under normal temperatures and pressures. It should avoid the condition like strong oxidants. Its hazardous decomposition products are nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen. And its hazardous polymerization has not been reported.

3.3 Toxicity

?Fmoc-l-proline (CAS NO.71989-31-6) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65. And the toxicological properties have not been fully investigated. You can see actual entry in RTECS for complete information.??

4. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s) No symbol.
Signal word

No signal word.

Hazard statement(s)

none

Precautionary statement(s)
Prevention

none

Response

none

Storage

none

Disposal

none

2.3 Other hazards which do not result in classification

none

7. Other Information
7.0 BRN
3596735
7.1 Chemical Properties
white to light yellow crystal powde
7.2 Uses
L-Proline-N-Fmoc is N-Fmoc protected L-Proline (P755995) which is an amino acid and precursor (with vitamin C) for collagen, the building block of the structure of tendons, ligaments, arteries, veins and muscles. It is important in wound healing.
7.3 General Description
The product number for this product was previously 04-12-1031.

To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.
7.4 Usage
It is used as pharmaceutical intermediate. Fmoc method is used for the synthesis of the new polymeric support for the preparation of C-terminal peptide amides.
8. Computational chemical data
  • Molecular Weight: 337.37g/mol
  • Molecular Formula: C20H19NO4
  • Compound Is Canonicalized: True
  • XLogP3-AA: 3.4
  • Exact Mass: 337.13140809
  • Monoisotopic Mass: 337.13140809
  • Complexity: 500
  • Rotatable Bond Count: 4
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Topological Polar Surface Area: 66.8
  • Heavy Atom Count: 25
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADceB6OAAAAAAAAAAAAAAAAAAAAeIAAAAwYAAAAAAAAGABQAAAHgAACAAADSjhmAYwCIMABgCIAiDSGAACAAAgAAAIiAGIAIgKIDKAkTCMYAAkxgGYiAeY0fIOgAAAAAAQAAAAAAAAACAAAQAACAAAAA==
9. Question & Answer
  • Background and Overview[1] FMOC-L-Proline is an amino acid derivative that can be synthesized in one step from L-proline and chloroformyl-9-fluorenylmethoxycarbonyl (Fmoc) or 9-fluorenylmethyl-N-succi..
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