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457698

Sigma-Aldrich

(R)-(+)-2-甲基-CBS-噁唑硼烷 溶液

1 M in toluene

同義詞:

(R)-1-甲基,3,3-二苯基-四氢-吡咯并(1,2-c)(1,3,2)噁唑硼烷, (R)-四氢-1-甲基-3,3-二苯基-1H,3H-吡咯并[1,2-c][1,3,2]噁唑硼烷, (R)-3-甲基-CBS-氧杂硼啶

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About This Item

經驗公式(希爾表示法):
C18H20BNO
CAS號碼:
分子量::
277.17
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

品質等級

濃度

1 M in toluene

bp

111 °C

密度

0.95 g/mL at 25 °C

官能基

phenyl

儲存溫度

room temp

SMILES 字串

[H][C@]12CCCN1B(C)OC2(c3ccccc3)c4ccccc4

InChI

1S/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m1/s1

InChI 密鑰

VMKAFJQFKBASMU-QGZVFWFLSA-N

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應用

CBS(Corey-Bakshi-Shibata)恶唑硼烷催化剂已被用于前手性酮的不对称还原。其它应用包括对映选择性合成α-羟基酸、α- 氨基酸、 C2对称二茂铁基二醇和炔丙醇。
用于脱对称还原反应,生成(S)-4-羟基环己烯酮。
出色的不对称还原催化剂。
R)-(+)-2-甲基-CBS-恶唑硼烷溶液[1M,溶于甲苯中]可以用作全氟烷基酮的不对称硼烷还原中的催化剂。
它也可以用于制备:
  • (-)-地黄皂苷 B
  • (1R)-2-叠氮基-1-(2,2-二甲基-4H-1,3-苯并二恶英-6-基)乙醇
  • S)-α-氘代苄醇
  • (3S,4R,5S)-1-(三甲基甲硅烷基)-4,5-环氧己基-1-yn-3-醇

外觀

在储存过程中可能形成沉淀,但不会影响产品质量。在惰性气氛下将产品缓慢加热到 80−90 °C,使固体重新溶解。

訊號詞

Danger

危險分類

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

標靶器官

Central nervous system

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

39.2 °F - closed cup

閃點(°C)

4 °C - closed cup

個人防護裝備

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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分析證明 (COA)

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Stereoselective glycosylations of a family of 6-deoxy-1, 2-glycals generated by catalytic alkynol cycloisomerization.
McDonald FE, et al.
Journal of the American Chemical Society, 122(18), 4304-4309 (2000)
Enantiomeric resolution of fluorous mixture by chiral CD columns: asymmetric reduction of a mixture of fluorous ketones.
Nakamura Y, et al.
Tetrahedron Letters, 44(33), 6221-6225 (2003)
The discovery of long-acting saligenin ? 2 adrenergic receptor agonists incorporating hydantoin or uracil rings.
Procopiou PA, et al.
Bioorganic & Medicinal Chemistry, 19(14), 4192-4201 (2011)
Synthesis, 2643-2643 (2006)
Stereoselective synthesis of (-)-diospongins A and B and their stereoisomers at C-5.
Kawai N, et al.
Tetrahedron, 63(37), 9049-9056 (2007)

文章

we are pleased to offer both enatiomers of 2-methyl-CBS-oxazaborolidine as a dry reagent, in addition to our current offerings as a 1M solution in toluene.

We are pleased to offer o-tolyl-CBS-oxazaborolidine as a 0.5 M solution in toluene for your research needs. When protonated with trifluoromethanesulfonimide, these chiral oxazaborolidines generate chiral Lewis acids, which have demonstrated great utility in the enantioselective Diels–Alder reaction.

CBS Catalysts

Sigma-Aldrich is pleased to offer both enatiomers of 2-methyl-CBS-oxazaborolidine as a dry reagent, in addition to our current offerings as a 1M solution in toluene.

相關內容

Our company is pleased to offer both enantiomers of 2-methyl-CBS-oxazaborolidine as a dry reagent, in addition to our current offerings as a 1 M solution in toluene.

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