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Sigma-Aldrich

N-Boc-trans-4-fluoro-L-proline methyl ester

97%

Synonym(s):

1-tert-Butyl 2-methyl (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylate

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About This Item

Empirical Formula (Hill Notation):
C11H18FNO4
CAS Number:
203866-18-6
Molecular Weight:
247.26
MDL number:
MFCD07367993
UNSPSC Code:
12352005
PubChem Substance ID:
329762373
NACRES:
NA.22

Assay

97%

form

powder

optical activity

[α]22/D -80.0°, c = 1 in methanol

mp

34-39 °C

storage temp.

2-8°C

SMILES string

COC(=O)[C@@H]1C[C@@H](F)CN1C(=O)OC(C)(C)C

InChI

1S/C11H18FNO4/c1-11(2,3)17-10(15)13-6-7(12)5-8(13)9(14)16-4/h7-8H,5-6H2,1-4H3/t7-,8+/m1/s1

InChI key

METPQQHVRNLTRX-SFYZADRCSA-N

Application

N-Boc-trans-4-fluoro-L-proline methyl ester can be used as a substrate in the preparation of pyrrolidinine-thioxotetrahydropyrimidinone based catalysts, which find application in asymmetric organic reactions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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4-Fluoro and 4-hydroxy pyrrolidine-thioxotetrahydropyrimidinones: Organocatalysts for green asymmetric transformations in brine
Kaplaneris N, et al.
The Journal of Organic Chemistry, 80(11), 5464-5473 (2015)

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