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113451-59-5

中文名稱 (1S,4S)-2-BOC-2,5-二氮雙環(huán)[2.2.1]庚烷
英文名稱 (1S,4S)-2-BOC-2,5-DIAZABICYCLO[2.2.1]HEPTANE
CAS 113451-59-5
分子式 C10H18N2O2
MDL 編號 MFCD01569250
分子量 198.26
MOL 文件 113451-59-5.mol
更新日期 2025/08/05 16:42:35
113451-59-5 結(jié)構(gòu)式 113451-59-5 結(jié)構(gòu)式

基本信息

中文別名
(1S,4S)-2-BOC-2,5-二氮雙環(huán)[2.2.1]庚烷
英文別名
1,1-DIMETHYLETHYL (1S,4S)-2,5-DIAZABICYCLO(2.2.1)HEPTANE-2-CARBOXYLATE
(1S,4S)-(-)-2-BOC-2,5-DIAZABICYCLO[2.2.1]HEPTANE
(1S,4S)-2-BOC-2,5-DIAZABICYCLO[2.2.1]HEPTANE
(1S,4S)-2-N-T-BOC-2,5-DIAZABICYCLO[2.2.1]HEPTANE
(1S,4S)-2-T-BOC-2,5-DIAZABICYCLO[2.2.1]HEPTANE
(1S,4S)-N-BOC-2,5-DIAZA-BICYCLO[2.2.1]HEPTANE
(1S,4S)-N-(TERT-BUTOXYCARBONYL)-2,5-DIAZABICYCLO[2.2.1]HEPTANE
TERT-BUTYL (1S, 4S)-(-)-2,5-DIAZABICYCLO[2.2.1]HEPTANE-2-CARBOXYLATE
TERT-BUTYL (1S,4S)-2,5-DIAZABICYCLO(2.2.1)HEPTANE-2-CARBOXYLATE
N-(tert-Butoxycarbonyl)-2,5-diazabicyclo[2.2.1]heptane~tert-Butyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
(1S,4S)-2,5-Diazabicyclo(2,2,1)Heptane-2-Carboxylate
(1R,4R)-2-N-t-BOC-2,5-Diazabicyclo[2.2.1]heptane HBr
n-(tert-butoxycarbonyl)-2,5-diazabicyclo[2.2.1]heptane
(1S,4S)-2-N-T-BOC-2,5-DIAZABICYCLO[2.2.1]HEPTANE HYDROBROMIDE
(1S,4S)-tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
(1S,4S)-2-Boc-2,5-diazabicyclo2.2.1üheptane, 97%
所屬類別
醫(yī)藥中間體:雜環(huán)化合物

物理化學(xué)性質(zhì)

熔點74-76 °C(lit.)
比旋光度-44o (C=1 IN CHLOROFORM)
沸點276.4±15.0 °C(Predicted)
密度1.104±0.06 g/cm3(Predicted)
儲存條件Keep in dark place,Sealed in dry,Room Temperature
酸度系數(shù)(pKa)9.74±0.20(Predicted)
形態(tài)粉末
顏色白色至略帶米色
旋光度 (Optical Rotation)[α]22/D 44°, c = 1 in chloroform
水溶解性Insoluble in water.
敏感性空氣敏感
BRN6460311
InChIInChI=1S/C10H18N2O2/c1-10(2,3)14-9(13)12-6-7-4-8(12)5-11-7/h7-8,11H,4-6H2,1-3H3/t7-,8-/m0/s1
InChIKeyUXAWXZDXVOYLII-YUMQZZPRSA-N
SMILES[C@]12([H])C[C@]([H])(NC1)CN2C(OC(C)(C)C)=O
CAS 數(shù)據(jù)庫113451-59-5(CAS DataBase Reference)

安全數(shù)據(jù)

危險性符號(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險性描述H315-H319-H335
危險類別碼34
安全說明S22-S24/25
危險品運輸編號3263
WGK Germany3
海關(guān)編碼29335990

制備方法

方法1
1-Pyrrolidinecarboxylic acid, 2-(azidomethyl)-4-[(methylsulfonyl)oxy]-, 1,1-dimethylethyl ester, (2S,4R)-

113451-54-0

(1S,4S)-2-BOC-2,5-二氮雙環(huán)[2.2.1]庚烷

113451-59-5

以甲磺酸酯17(1.2g,3.78mmol)為原料,將其懸浮于無水THF(38mL)中,加入三苯基膦(1.48g,5.66mmol),室溫攪拌反應(yīng)2小時。隨后加入H2O(0.5mL),繼續(xù)攪拌18小時。反應(yīng)完成后,減壓除去溶劑,將殘余物懸浮于1M鹽酸(150mL)中,用CH2Cl2(2×70mL)萃取。水層用堿調(diào)節(jié)至pH 14后,再用CH2Cl2(3×70mL)萃取。合并有機相,用鹽水(100mL)洗滌,無水MgSO4干燥,減壓濃縮。通過硅膠快速色譜法純化,洗脫劑為CH2Cl2-甲醇-氨水(90:9:1),得到目標(biāo)產(chǎn)物胺18(0.52g,2.62mmol,收率71%)為無色固體。產(chǎn)物表征數(shù)據(jù)如下:熔點76.8-77.9℃;比旋光度[α]D -47.6(c 1.0,CHCl3);紅外光譜(νmax/cm-1)2975、1688、1408、1170;1H NMR(500MHz,CDCl3)δ 4.43(0.5H,s)、4.30(0.5H,s)、3.69(1H,s)、3.38-3.32(1H,m)、3.19-3.13(1H,m)、3.06-2.97(2H,m)、1.75-1.65(2H,m)、1.45-1.43(9H,m);13C NMR(125MHz,CDCl3)δ 154.6、154.3、79.6、79.5、57.3、56.6、56.5、56.3、56.1、52.8、52.7、37.2、37.0、28.66;質(zhì)譜(APCI)m/z 199([M+H]+,100)。

參考文獻(xiàn):

[1] Journal of Organic Chemistry, 1988, vol. 53, # 7, p. 1580 - 1582

[2] Tetrahedron Letters, 2013, vol. 54, # 39, p. 5345 - 5347

(1S,4S)-2-BOC-2,5-二氮雙環(huán)[2.2.1]庚烷價格(試劑級)
報價日期產(chǎn)品編號產(chǎn)品名稱CAS號包裝價格
2025/05/22L20131(1S,4S)-2-Boc-2,5-二氮雙環(huán)[2.2.1]庚烷, 97%
(1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane, 97%
113451-59-51g1614元
2025/05/22L20131(1S,4S)-2-Boc-2,5-二氮雙環(huán)[2.2.1]庚烷, 97%
(1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane, 97%
113451-59-55g7102元
2025/05/2239804(1S,4S)-(-)-2-Boc-2,5-二氮雜二環(huán)[ 2.2.1] 庚烷
(1S,4S)-(-)-2-BOC-2,5-diazabicyclo[2.2.1]heptane, 95%, Thermo Scientific Chemicals
113451-59-51g2858元
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