(+/-)-trans-2-(aminomethyl)cyclopentanol | 40482-00-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-trans-2-(aminomethyl)cyclopentanol
• 英文别名: (+/-)-trans-2-aminomethylcyclopentanol；trans-2-methylaminomethylcyclopentanol；trans-2-aminomethyl-1-cyclopentanol；trans-2-aminomethylcyclopentanol；(+/-)-trans-1-aminomethyl-cyclopentanol-(2)；(1R,2S)-2-(aminomethyl)cyclopentan-1-ol
• CAS: 40482-00-6；40482-02-8；133189-31-8；133189-32-9
• 化学式: C₆H₁₃NO
• 分子量: 115.175
• InChiKey: VORALDSQPSWPRK-NTSWFWBYSA-N

物化性质

• 沸点：
  205.6±13.0 °C(Predicted)
• 密度：
  1.042±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-trans-2-(aminomethyl)cyclopentanol 在 吡啶 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 7.17h， 生成 N-[[(1R,2S)-2-hydroxycyclopentyl]methyl]acetamide
  参考文献：
  名称：

  Enzyme-catalysed kinetic resolution of N,O-diacetyl derivatives of cyclic 1,3-amino alcohols

  摘要：

  Racemates of N.O-diacetyl derivatives of cis- and trans-2-aminomethylcyclopentanols 5 and 6 and cis- and trans-2-aminomethyleyelohexanols 7 and 8 were resolved through lipase-catalysed asymmetric O-deacylation at the (IR) stereogenic centre. The gram-scale resolutions of 5-8 were carried out with ethanol in di-iso-propyl ether in the presence of Novozym 435. The unreacted N.O-diacetyl compounds 5a-8a were transformed to the corresponding alcohols 5c-8c without loss of enantiopurity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00318-4
• 作为产物：
  描述：

  (+/-)-trans-2-chlorocyclopentanol 在 乙醇 、 sodium 作用下， 生成 (+/-)-trans-2-(aminomethyl)cyclopentanol
  参考文献：
  名称：

  Mousseron; Jullien; Winternitz, Bulletin de la Societe Chimique de France, 1948, p. 878,885

  摘要：

  DOI：

文献信息

• Saturated heterocycless—35
  作者：Géza Stájer、Enikö A. Szabó、Ferenc Fülöp、Gábor Bernáth、Alajos Kálmán、Gyula Argay、Pál Sohár

  DOI：10.1016/s0040-4020(01)88695-6

  日期：1983.1

  5,6-Trimethylene-3,4,5,6-tetrahydro-1,3-oxazin-2-ones ane 2 thiones (11–20) were synthesized from cis and trans-2-aminomethylcyclopentanols (6–10) by reaction with urea ethyl chloroformate, carbon disulphide or thiophosgene. The cyclization reactions were also successful with the trans-amino-alcohols, at variance with earlier literature data relating to 1,2-disubstituted 1,3-bifunctional trans-cyclopentane

  顺式-和反式-5,6-三亚甲基-3,4,5,6-四氢-1,3-恶嗪-2-酮ANE 2个硫酮（11 - 20）从合成顺式和反式-2- aminomethylcyclopentanols（6 - 10）通过与尿素氯甲酸乙酯，二硫化碳或硫光气反应。反式-氨基醇的环化反应也成功，与早期文献数据有关，涉及1,2-二取代的1,3-双官能反式-环戊烷衍生物的X-射线衍射分析反式-5,6-三亚甲基- 3,4,5 6-四氢-1,3恶嗪-2-硫酮（17）表明，环外CXXXS sp 2键参与在S（10）O（1），N（3）和C（2）原子上形成的共平面离域pπ-pπ键系统，因此C（ 2）-N（3）[1.304（7）å]和C（2）-O（1）[1.337（7）å]键具有某些多重键特征。与相关杂环相比，C（2）和N（3）处的环内键角显着打开。在六元杂环的键中，C（5）-C（6）显着缩短[1.448（9）å]反式环戊烷衍生
• Stereochemical studies 130 saturated heterocycles 132
  作者：Ferenc Fülöp、Kalevi Pihlaja、Jorma Mattinen、Gábor Bernáth

  DOI：10.1016/s0040-4020(01)81498-8

  日期：1987.1

  Through condensation of cis-2-hydroxymethylcyclopentylamine (3) and cis-2-amintimethylcyclopentanol (5) with aromatic aldenydes, tautomeric mixtures of 1,3-oxazines and open-chain Schift bases were obtained. The two series of compounds (4a-f,6a-f) gave satisfactory linear correlations corresponding to log Kx = kσ+ + log Kx=w(k = 0.76 ±0.04 as shown earlier2). The ring form of the corresponding trans

  通过使顺-2-羟甲基环戊胺（3）和顺-2-氨基甲基环戊醇（5）与芳族缩醛缩合，得到1,3-恶嗪和开链席夫特碱的互变异构混合物。这两个系列的化合物（4a-f，6a-f）给出了令人满意的线性相关，对应于log K x =kσ + + log K x = w（k = 0.76±0.04，如之前的2所示）。由于环戊烷和六元杂环的反式融合中的应变，相应反式衍生物的环形式以相当低的量存在。N-甲基取代可使后者化合物中的环稳定，从而形成恶嗪12和14。所有有关的环化均立体定向发生。
• Therapy for Australian cats with lymphosarcoma
  作者：R MALIK、LJ GABOR、SF FOSTER、BE McCORKELL、PJ CANFIELD

  DOI：10.1111/j.1751-0813.2001.tb10923.x

  日期：2001.12

  ObjectiveTo determine the response of Australian cats with lymphosarcoma to chemotherapy and/or surgery in relation to patient and tumour characteristics, haematological and serum biochemical values and retroviral status.DesignProspective study of 61 client‐owned cats with naturally‐occurring lymphosarcoma subjected to multi‐agent chemotherapy and/or surgery.ProcedureAn accepted chemotherapy protocol utilising l‐asparaginase, vincristine, cyclophosphamide, doxorubicin, methotrexate and prednisolone was modified and used to treat 60 cats with lymphosarcoma. Clinical findings were recorded before and during therapy. As far as practical, cases were followed to death, euthanasia or apparent cure. Owner satisfaction with the results of chemotherapy was determined using a questionnaire sent after the completion of chemotherapy.ResultsOne cat, with lymphosarcoma limited to a single mandibular lymph node, was treated using surgery alone and was cured. The other 60 cats were treated using multi‐agent chemotherapy, although seven cats with localised intestinal, ocular and subcutaneous lesions had these lesions partially (2 intestinal lesions) or completely (2 eyes, 2 intestinal lesions and a cluster of regional lymph nodes) resected prior to starting chemotherapy. The median survival time for these 60 cats was 116 days. Of the 60 cats, 48 rapidly went into complete remission following the administration of l‐asparaginase, vincristine and prednisolone (complete remission rate 80%) and these cats had a median survival of 187 days.Three cats were censored from further analysis as their long‐term survival data were uninterpretable because they died of causes unrelated to lymphosarcoma or were prematurely lost to follow‐up. Twenty cats were classed as ‘long‐term survivors’ based on survival time in excess of one year and at least 14 were ‘cured’ based on the absence of physical evidence of lymphosarcoma 2‐years after initiating treatment. In other words, of the 48 cats that reached complete remission, in excess of 29% were ‘cured’.Despite detailed analysis, few meaningful prognostic indicators based on patient or tumour characteristics were identified, although long‐term survivors were more likely to be less than 4‐years (P = 0.04) and to have tumours of the T‐cell phenotype (P = 0.06). Excluding the one FeLV ELISA‐positive cat with mediastinal LSA, 7 of 9 cats less than 4 years‐of‐age were long‐term survivors (median survival time >1271 days). There was a strong association between achieving complete remission and long‐term survival (P = 0.003).On the basis of 27 replies to a questionnaire, owners were generally very satisfied with the response to chemotherapy, irrespective of the survival time of the individual patient. Eighty five percent of owners expressed complete satisfaction with their decision to pursue chemotherapy and 70% believed their cat's health status improved during the first 2‐weeks of treatment. Importantly, 78% of owners considered that chemotherapy required a very substantial time commitment on their part.ConclusionsIt was possible to cure approximately one quarter of cats with lymphosarcoma using sequential multi‐agent chemotherapy and/or surgery. FeLV‐negative cats younger than 4 years (typically with mediastinal lymphosarcoma) had a particularly favourable prognosis. The decision to embark on chemotherapy should be based on the results of induction chemotherapy with l‐asparaginase, vincristine and prednisolone, as the response to this was a good predictor of long‐term survival. Cats surviving the first 16 weeks of chemotherapy generally enjoyed robust remissions (in excess of 1 year) or were cured of their malignancy.
• Fueloep, Ferenc; Huber, Imre; Bernath, Gabor, Synthesis, 1991, # 1, p. 43 - 46
  作者：Fueloep, Ferenc、Huber, Imre、Bernath, Gabor、Hoenig, Helmut、Seufer-Wasserthal, Peter

  DOI：——

  日期：——
• Stereochemical studies, 881. Saturated heterocycles, 83
  作者：Ferenc Fülöp、Gábor Bernáth、Pál Sohár

  DOI：10.1016/s0040-4020(01)91438-3

  日期：1985.1