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Merck
CN

720607

(S)-(−)-2-Butyl-CBS-oxazaborolidine solution

1.0 M in toluene

Synonym(s):

(S)-1-Butyl-3,3-diphenylhexahydropyrrolo[1,2-c][1,3,2]oxazaborole

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About This Item

Empirical Formula (Hill Notation):
C21H26BNO
Molecular Weight:
319.25
UNSPSC Code:
12352005
PubChem Substance ID:
329763728
MDL number:
MFCD16621472

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InChI

1S/C21H26BNO/c1-2-3-16-22-23-17-10-15-20(23)21(24-22,18-11-6-4-7-12-18)19-13-8-5-9-14-19/h4-9,11-14,20H,2-3,10,15-17H2,1H3/t20-/m0/s1

SMILES string

CCCCB1OC([C@@H]2CCCN12)(c3ccccc3)c4ccccc4

InChI key

FUVQOWKGWXFWHP-FQEVSTJZSA-N

form

liquid

optical activity

[α]22/D −72.0°, c = neat neat

concentration

1.0 M in toluene

refractive index

n20/D 1.514

density

0.916 g/mL at 25 °C

functional group

phenyl

General description

(S)-2-Butyl-CBS-oxazaborolidine is a Corey−Bakshi−Shibata (CBS) reagent commonly used in the enantioselective reduction of ketones.

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Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 2 - STOT SE 3

target_organs

Central nervous system, Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

50.0 °F - open cup

flash_point_c

10 °C - open cup

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBP2395
SHBD4041V
MKBC6625

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New synthetic route to the C. 14- C. 38 segment of halichondrins
Stamos DP, et al.
The Journal of Organic Chemistry, 62(22), 7552-7553 (1997)
Strategy towards the enantioselective synthesis of schiglautone A
Le Chapelain C
Organic & Biomolecular Chemistry, 15(29), 6242-6256 (2017)
Total Synthesis of Four Stereoisomers of (4 Z, 7 Z, 10 Z, 12 E, 16 Z, 18 E)-14, 20-Dihydroxy-4, 7, 10, 12, 16, 18-docosahexaenoic Acid and Their Anti-inflammatory Activities
Goto T, et al.
The Journal of Organic Chemistry, 80(15), 7713-7726 (2015)

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