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Merck

678503

Sigma-Aldrich

(+)-Ipc2B(烯丙基)硼烷

1 M in pentane

别名:

(+)-B-二异松莰烯基烯丙基硼

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About This Item

线性分子式:
(C10H17)2BCH2CH=CH2
分子量:
326.37
分類程式碼代碼:
12352002
PubChem物質ID:
NACRES:
NA.22

光學活性

[α]20/D +14°, c = 1 in pentane

濃度

1 M in pentane

bp

35-36 °C

密度

0.735 g/mL at 25 °C

儲存溫度

−20°C

SMILES 字串

C[C@@H]1[C@H](C[C@H]2C[C@@H]1C2(C)C)B(CC=C)[C@H]3C[C@H]4C[C@@H]([C@@H]3C)C4(C)C

InChI

1S/C23H39B/c1-8-9-24(20-12-16-10-18(14(20)2)22(16,4)5)21-13-17-11-19(15(21)3)23(17,6)7/h8,14-21H,1,9-13H2,2-7H3/t14-,15-,16+,17+,18-,19-,20-,21-/m0/s1

InChI 密鑰

ZIXZBDJFGUIKJS-AXSQLCHVSA-N

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一般說明

http://www.sigmaaldrich.com/ifb/acta/v35/acta-vol35-2002.html#32

應用

This allylboration reagent is a convenient, salt-free, stable solution of a chiral allyl borane for asymmetric allylation of aldehydes leading to chiral homoallylic alcohols.

其他說明

本品冷却储藏时可能会变浑浊,不影响使用
Under refrigerator storage, these salt-free, Ipc2B(allyl) reagents do not show any appreciable decrease in selectivity is observed after several months. They exhibit excellent reactivity and reactions can be performed at 5°C, even in water.

訊號詞

Danger

危險分類

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

標靶器官

Central nervous system, Respiratory system

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

-56.2 °F

閃點(°C)

-49 °C

個人防護裝備

Eyeshields, Faceshields, Gloves


分析证书(COA)

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Total synthesis of epothilones B and D
Taylor, Richard E., and Yue Chen.
Organic Letters, 3.14, 2221-2221 (2001)
Versatile route to 2, 6-dideoxyamino sugars from non-sugar materials: Syntheses of vicenisamine and kedarosamine
Matsushima, Yoshitaka, et al.
Journal of the Chemical Society. Perkin Transactions 1, 1.6, 569-577 (2001)
Synthesis of 16-desmethylepothilone B: improved methodology for the rapid, highly selective and convergent construction of epothilone B and analogues
Nicolaou, K.C.
Chemical Communications (Cambridge, England), 6, 519-520 (1999)
A Concise Stereoselective Total Synthesis of Synargentolide A from 3, 4, 6-Tri-O-acetyl-D-glucal
Sabitha, Gowravaram, et al.
Synthesis, 2011.08, 1279-1282 (2011)
Total synthesis of (?)-centrolobine: ?-C-glycoside formation via a tandem Grignard addition and stereoselective hemi-ketal reduction
Jennings, Michael P., and Ryan T. Clemens.
Tetrahedron Letters, 46.12, 2021-2024 (2005)

相关内容

Asymmetric allylboration of aldehydes is an extremely important method for preparation of homoallylic alcohols, as evidenced in numerous complex natural product syntheses.

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