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Merck

457701

Sigma-Aldrich

(S)-(-)-2-甲基-CBS-噁唑硼烷 溶液

1 M in toluene

别名:

α,α-二苯基-L-脯氨醇甲基硼酸环胺酯, (S)-1-甲基-3,3-二苯基-四氢-吡咯并[1,2c][1,3,2]噁唑硼烷, (S)-3,3-二苯基-1-甲基四氢-3H-吡咯并[1,2-c][1,3,2]噁唑硼烷, (S)-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

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About This Item

经验公式(希尔记法):
C18H20BNO
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

0.929 g/mL at 25 °C

官能基

phenyl

儲存溫度

room temp

SMILES 字串

CB1OC([C@@H]2CCCN12)(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-/m0/s1

InChI 密鑰

VMKAFJQFKBASMU-KRWDZBQOSA-N

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應用

CBS (Corey-Bakshi-Shibata) 噁唑硼烷催化剂已被用于前手性酮的非对称性还原。其他应用包括 α-羟基酸、α-氨基酸、C2 对称二茂铁二醇以及炔丙醇的对映选择性合成。
用于 (S)-2-氨基-1-苯乙醇的对映选择性合成的催化剂。
用于非对称性还原反应的优良催化剂。
(S)-(-)-2-Methyl-CBS-oxazaborolidine solution [1M in toluene] may be used as a catalyst in the multi-step synthesis of (-)-diospongin A.
It may also be used in the preparation of:
  • (1S)-2-azido-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)ethanol
  • (R)-α-deuteriobenzyl alcohol
  • (R)-2-(1-hydroxyethyl)benzo[b]thiophene

其他說明

储存时可能形成沉淀,但不影响产品质量。在惰性气体环境下将产品缓慢加热至 80-90°C,使固体再溶解。

訊號詞

Danger

危險分類

Acute Tox. 4 Oral - 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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分析证书(COA)

Lot/Batch Number

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访问文档库

Organic Process Research & Development, 10, 893-893 (2006)
Diastereoselective photochromism of a bisbenzothienylethene governed by steric as well as electronic interactions.
Yokoyama Y, et al.
Journal of the American Chemical Society, 125(24), 7194-7195 (2003)
Enantioselective synthesis of (S)-salmeterol via asymmetric reduction of azidoketone by Pichia angusta.
Procopiou PA, et al.
Tetrahedron Asymmetry, 12(14), 2005-2008 (2001)
Stereoselective synthesis of (-)-diospongins A and B and their stereoisomers at C-5.
Kawai N, et al.
Tetrahedron, 63(37), 9049-9056 (2007)
Bis (oxazoline)-ligand-mediated asymmetric [2, 3]-Wittig rearrangement of benzyl ethers: reaction mechanism based on the hydrogen/deuterium exchange effect.
Kitamura M, et al.
Tetrahedron, 68(22), 4280-4285 (2012)

商品

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.

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.

相关内容

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.

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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