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

Name: <I>N</I>-Boc-<I>trans</I>-4-fluoro-<SC>L</SC>-proline methyl ester
Brand: ALDRICH
Price: 465 USD

97%

Synonym(s):

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

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1 G

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₈FNO₄

CAS Number:

203866-18-6

Molecular Weight:

247.26

NACRES:

NA.22

PubChem Substance ID:

329762373

UNSPSC Code:

12352005

MDL number:

MFCD07367993

Key Documents

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Product Name

N-Boc-trans-4-fluoro-L-proline methyl ester, 97%

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

SMILES string

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

InChI key

METPQQHVRNLTRX-SFYZADRCSA-N

assay

97%

form

powder

optical activity

[α]22/D -80.0°, c = 1 in methanol

mp

34-39 °C

functional group

ester
fluoro

storage temp.

2-8°C

Quality Level

100

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This Item	717010	702498	702463
Sigma-Aldrich 702412 N-Boc-trans-4-fluoro-L-proline methyl ester	Sigma-Aldrich 717010 N-Boc-cis-4-Fluoro-L-proline methyl ester	Sigma-Aldrich 702498 N-Boc-4-oxo-L-proline methyl ester	Sigma-Aldrich 702463 N-Boc-4,4-Difluoro-L-proline methyl ester
assay 97%	assay 97%	assay 97%	assay 97%
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. -	storage temp. −20°C	storage temp. 2-8°C
form powder	form liquid	form powder	form powder
mp 34-39 °C	mp -	mp 42-46 °C	mp 41-46 °C
optical activity [α]22/D -80.0°, c = 1 in methanol	optical activity [α]22/D -67.0°, c = 0.5 in methanol	optical activity [α]22/D +14.0°, c = 1 in chloroform	optical activity -

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.[1]

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

Eyeshields, Gloves, type N95 (US)

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