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446327

N-Boc-L-prolinol

Name: <I>N</I>-Boc-<SC>L</SC>-prolinol
Brand: ALDRICH

98%

Synonym(s):

(S)-1-Boc-2-pyrrolidinemethanol

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₉NO₃

CAS Number:

69610-40-8

Molecular Weight:

201.26

UNSPSC Code:

12352209

NACRES:

NA.22

PubChem Substance ID:

24868267

MDL number:

MFCD00066232

Beilstein/REAXYS Number:

3542667

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Properties

assay

98%

form

solid

optical activity

[α]21/D −48°, c = 1.3 in chloroform

reaction suitability

reaction type: Boc solid-phase peptide synthesis

mp

62-64 °C (lit.)

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)N1CCC[C@H]1CO

InChI

1S/C10H19NO3/c1-10(2,3)14-9(13)11-6-4-5-8(11)7-12/h8,12H,4-7H2,1-3H3/t8-/m0/s1

InChI key

BFFLLBPMZCIGRM-QMMMGPOBSA-N

Description

Application

Building block for novel nicotinic acetylcholine receptor ligands with cognition-enhancing properties. Used in the synthesis of chiral β-amino sulfides and β-amino thiols.

Used to synthesize anticoagulants.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Elliott, R.L. et al.

Bioorganic & Medicinal Chemistry Letters, 6, 2283-2283 (1996)

Design, synthesis and biological activity of amidinobicyclic compounds (derivatives of DX-9065a) as factor Xa inhibitors: SAR study of S1 and aryl binding sites.

Satoshi Komoriya et al.

Bioorganic & medicinal chemistry, 12(9), 2099-2114 (2004-04-15)

Since factor Xa (fXa) plays a pivotal role in the blood coagulation cascade, inhibition of fXa is thought to be an effective treatment for a variety of thrombotic events. (2S)-2-[4-[[(3S)-1-Acetimidoyl-3-pyrrolidinyl]oxy]phenyl]-3-(7-amidino-2-naphthyl)propanoic acid hydrochloride pentahydrate (DX-9065a) was previously found in our laboratory

Cran, G.A. et al.

Tetrahedron Asymmetry, 6, 1553-1553 (1995)

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Global Trade Item Number

SKU	GTIN
446327-1G	04061826222164
446327-5G	04061832642222