112022-81-8
中文名稱
(S)-2-甲基-CBS-惡唑硼烷
英文名稱
(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole
CAS
112022-81-8
分子式
C18H20BNO
MDL 編號(hào)
MFCD00078439
分子量
277.17
MOL 文件
112022-81-8.mol
更新日期
2025/07/31 10:37:01
112022-81-8 結(jié)構(gòu)式
基本信息
中文別名
(S)-2-甲基-CBS-惡唑硼烷(S)--2-甲基-CBS-氧雜硼啶
(S)-2-甲基-CBS-氧雜硼啶單水合物
(S)-(+)-甲基-CBS-惡唑硼烷
(S)-甲基惡唑硼烷
(S)--2-甲基-CBS-氧雜硼啶, 1M 甲苯溶液
英文別名
ALPHA,ALPHA-DIPHENYL-L-PROLINOL METHYLBORONIC ACID CYCL-AMIDE ESTER(S)-1-METHYL-3,3-DIPHENYL-TETRAHYDRO-PYRROLO[1,2C][1,3,2]OXAZABOROLE
(S)-(-)-2-METHYL-CBS-OXAZABOROLIDINE
(S)-2-METHYL-CBS-OXAZABOROLIDINE
(S)-2-METHYL-CBS-OXAZABOROLIDINE MONOHYDRATE
(S)-3,3-Diphenyl-1-methylpyrrolidino[1,2-c]-1,3,2-oxazaborole
(S)-3,3-DIPHENYL-1-METHYLTETRAHYDRO-1H,3H-PYRROLO[1,2-C][1,3,2]OXAZABOROLE
(S)-3,3-DIPHENYL-1-METHYLTETRAHYDRO-3H-PYRROLO-[1,2-C][1,3,2]OXAZABOROLE
(S)-5,5-DIPHENYL-2-METHYL-3,4-PROPANO-1,3,2-OXAZABOROLIDINE
(S)-ME CBS
(S)-METHYL OXAZABOROLIDINE
(S)-TETRAHYDRO-1-METHYL-3,3-DIPHENYL-1H,3H PYRROLO[1,2-C][1,3,2] OXAZABOROLE
(s)-methyl
(s)-methyloxazaborolidine,(s)-mecbs,in
(s)-methyloxazaborolidine,(s)-mecbs,intoluene
(S)-Methyloxazaborolidine,1-1.5Mintoluene[(S)-MeCBS]
(S)-Methyl oxazaborolidine, in toluene, 1M solution
(S)-3,3-DIPHENYL-1-METHYLTETRAHYDRO-3H-P YRROLO-OXAZABOROLE
(S)-2-METHYL-CBS-OXAZABOROLIDINE, 1M SOL UTION IN TOLUENE
(S)-2-METHYL-CBS-OXAZABOROLIDINE, 1M IN&
所屬類別
化學(xué)試劑：硼烷物理化學(xué)性質(zhì)
外觀無色或淺黃色液體（甲苯溶液）
穩(wěn)定性(S)-2-甲基-CBS-惡唑硼烷（112022-81-8）極易和空氣中的水發(fā)生水解使其催化活性降低。
熔點(diǎn)115-117°C
沸點(diǎn)111 °C
密度0.93 g/mL at 20 °C(lit.)
折射率-68 ° (C=1, MeOH)
閃點(diǎn)40 °F
儲(chǔ)存條件Refrigerator
酸度系數(shù)(pKa)1.02±0.40(Predicted)
形態(tài)液體
顏色無色至琥珀色
水溶解性Hydrolyzes in water.
敏感性Air & Moisture Sensitive
BRN8492123
暴露限值ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
InChIKeyVMKAFJQFKBASMU-KRWDZBQOSA-N
CAS 數(shù)據(jù)庫(kù)112022-81-8(CAS DataBase Reference)
存儲(chǔ)注意事項(xiàng)熱敏感
安全數(shù)據(jù)
警示詞危險(xiǎn)
危險(xiǎn)性描述H302-H318
危險(xiǎn)品標(biāo)志Xi,Xn,F
危險(xiǎn)類別碼36/37/38-67-65-63-48/20-11-19
危險(xiǎn)品運(yùn)輸編號(hào)UN 1294 3/PG 2
WGK Germany3
危險(xiǎn)等級(jí)3
包裝類別II
海關(guān)編碼29349990
應(yīng)用領(lǐng)域
用途一
Yield very high enantiseletivity in reduction of ketones.
The CBS (Corey-Bakshi-Shibata) oxazaborolidine catalyst has been used in the asymmetric reduction of prochiral ketones.Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids,3 C2 symmetrical ferrocenyl diols, and propargyl alcohols.制備方法
方法1
13061-96-6
22348-32-9
112022-81-8
在氮?dú)獗Ｗo(hù)下，向裝有回流分水器的反應(yīng)器中加入(R)-(+)-α,α-二苯基脯氨醇（2.53 kg，10 mol）和甲基硼酸（779 g，13 mol）以及7.1 L正庚烷。緩慢攪拌混合物，隨著水的不斷分離，溶液逐漸澄清。隨后將攪拌速度調(diào)整至常規(guī)狀態(tài)。當(dāng)水分完全分離后，停止攪拌，將反應(yīng)混合物冷卻至40℃，并靜置過夜。通過硅藻土過濾反應(yīng)混合物，將濾液進(jìn)一步冷卻至-10℃，并攪拌1.5小時(shí)以促進(jìn)沉淀。過濾收集沉淀，將產(chǎn)物在雙錐真空干燥器中于40℃下真空干燥8小時(shí)，得到2.30 kg (S)-2-甲基-CBS-惡唑硼烷，收率為83%。產(chǎn)物為白色固體，GC純度為98.2%，含水量為0.31%。
參考文獻(xiàn)：
[1] Patent: CN106478703, 2017, A. Location in patent: Paragraph 0015; 0016
(S)-2-甲基-CBS-惡唑硼烷價(jià)格(試劑級(jí))
| 報(bào)價(jià)日期 | 產(chǎn)品編號(hào) | 產(chǎn)品名稱 | CAS號(hào) | 包裝 | 價(jià)格 |
| 2025/05/22 | 36977 | (S)-2-甲基-CBS-惡唑硼烷 (S)-(-)-2-Methyl-CBS-oxazaborolidine, 1M solution in toluene, Thermo Scientific Chemicals | 112022-81-8 | 5ml | 846元 |
| 2025/05/22 | 43603 | (S)-2-甲基-CBS-惡唑硼烷 (S)-(-)-2-Methyl-CBS-oxazaborolidine, 1M solution in toluene, AcroSeal™, Thermo Scientific Chemicals | 112022-81-8 | 50ml | 5550元 |
| 2025/05/22 | 36977 | (S)-2-甲基-CBS-惡唑硼烷 (S)-(-)-2-Methyl-CBS-oxazaborolidine, 1M solution in toluene, Thermo Scientific Chemicals | 112022-81-8 | 25ml | 3367元 |