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444286

(R)-(+)-α-羟基-γ-丁内酯

Name: (<I>R</I>)-(+)-α-羟基-γ-丁内酯
Brand: ALDRICH

95%, optical purity ee: 98% (GLC)

别名:

(R)-4,5-二氢-3-羟基-2(3H)-呋喃酮

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关于此项目

经验公式（希尔记法）:

C₄H₆O₃

化学文摘社编号:

56881-90-4

分子量:

102.09

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24868111

MDL number:

MFCD00211246

Beilstein/REAXYS Number:

80588

Assay:

95%

Form:

liquid

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属性

Quality Level

100

assay

95%

form

liquid

optical activity

[α]23/D +66°, c = 1.15 in chloroform

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.467 (lit.)

bp

133 °C/10 mmHg (lit.)

density

1.309 g/mL at 25 °C (lit.)

functional group

ester, hydroxyl

SMILES string

O[C@@H]1CCOC1=O

InChI

1S/C4H6O3/c5-3-1-2-7-4(3)6/h3,5H,1-2H2/t3-/m1/s1

InChI key

FWIBCWKHNZBDLS-GSVOUGTGSA-N

说明

Application

(R)-(+)-α-Hydroxy-γ-butyrolactone can be used as a starting material to synthesize:

δ-Azaproline by reacting with benzyloxycarbonyl aminophthalimide via Mitsunobu reactions.
Homochiral (R)-2,4-dihydroxybutyramide seco-pseudonucleoside reagents.
Botryolide B via esterification and ring-closing metathesis reaction.
Pregnane derivatives containing γ-butyrolactones as potential glucocorticoid agonists.

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Concise total synthesis of botryolide B

Mohapatra DK, et al.

Royal Society of Chemistry Advances, 4(16), 8335-8340 (2014)

Novel glucocorticoid antedrugs possessing a 21-(?-lactone) ring.

Angell RM, et al.

Journal of the Chemical Society. Perkin Transactions 1, 6, 831-839 (2002)

Novel glucocorticoid antedrugs possessing a 21-(γ-lactone) ring