ChemicalBook > CAS DataBase List > (1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate

(1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate

Product Name
(1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate
CAS No.
110928-44-4
Chemical Name
(1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate
Synonyms
methyl (1r,4r)-4-(hydroxymethyl)cyclohexane-1-carboxylate;trans-Methyl 4-(hydroxyMethyl)cyclohexanecarboxylate;trans-Methyl 4-(hydroxymethyl);TRANS-1,4-CYCLOHEXANEDICARBOXYLIC ACID MONOM;trans-4-(Methoxycarbonyl)cyclohexanemethanol;(1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate;4-Hydroxymethyl-cyclohexanecarboxylic acid methyl ester;Methyl trans-4-(hydroxymethyl)cyclohexane-1-carboxylate;trans-4-(Hydroxymethyl)cyclohexanecarboxylic acid methyl ester;(1R,4R)-4-(hydroxymethyl)cyclohexanecarboxylic acid methyl ester
CBNumber
CB12489833
Molecular Formula
C9H16O3
Formula Weight
172.22
MOL File
110928-44-4.mol
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(1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate Property

Boiling point:
251℃
Density 
1.058
Flash point:
57℃
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated)
form 
Oil
pka
15.05±0.10(Predicted)
color 
Colourless
InChI
InChI=1S/C9H16O3/c1-12-9(11)8-4-2-7(6-10)3-5-8/h7-8,10H,2-6H2,1H3/t7-,8-
InChIKey
KOGYKIDJFOMAOF-ZKCHVHJHSA-N
SMILES
[C@@H]1(C(OC)=O)CC[C@@H](CO)CC1
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Safety

HS Code 
2918199890
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

TRC
Product number
M327123
Product name
Methyl4-(Hydroxymethyl)cyclohexanecarboxylate
Packaging
1g
Price
$90
Updated
2021/12/16
ChemScene
Product number
CS-D1138
Product name
Methyltrans-4-(hydroxymethyl)cyclohexanecarboxylate
Purity
99.39%
Packaging
1g
Price
$55
Updated
2021/12/16
AK Scientific
Product number
X8966
Product name
(1R,4R)-Methyl4-(hydroxymethyl)cyclohexanecarboxylate
Packaging
1g
Price
$118
Updated
2021/12/16
ChemScene
Product number
CS-D1138
Product name
Methyltrans-4-(hydroxymethyl)cyclohexanecarboxylate
Purity
99.39%
Packaging
5g
Price
$226
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
35362
Product name
(1R,4R)-Methyl4-(hydroxymethyl)cyclohexanecarboxylate
Purity
95+%
Packaging
250mg
Price
$400
Updated
2021/12/16
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(1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate Chemical Properties,Usage,Production

Uses

Methyl 4-(Hydroxymethyl)cyclohexanecarboxylate is a useful reagent in the synthesis and biopharmaceutical evaluation of imatinib analogs.

Synthesis

15177-67-0

110928-44-4

Tetrahydrofuran (100 mL) was cooled to -14 °C under argon protection and a tetrahydrofuran solution (100 mL) of 1.0 M borane-tetrahydrofuran complex was slowly added. Subsequently, a tetrahydrofuran solution (78 mL) of monomethyl trans-1,4-cyclohexanedicarboxylate (14.3 g) was added dropwise to this solution, and the dropwise acceleration was controlled so that the reaction was completed within 1 hour. The reaction mixture was warmed to 50 °C and stirring was continued at -10 °C for 1 hour. Upon completion of the reaction, water (160 mL) and saturated aqueous sodium bicarbonate solution (160 mL) were sequentially added to the reaction mixture under cooling in an ice bath, followed by extraction with ethyl acetate (160 mL x 4). The organic phases were combined, washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product obtained was purified by fast column chromatography on silica gel (eluent: chloroform/methanol=20:1) to give methyl trans-4-(hydroxymethyl)cyclohexanecarboxylate (13.25 g, yield: 100%) as an oil. Mass spectrum (APCI) m/z: 173 [M+H]+.

References

[1] Patent: EP1772454, 2007, A1. Location in patent: Page/Page column 55
[2] Patent: US2014/221350, 2014, A1. Location in patent: Paragraph 0166
[3] Patent: CN105566324, 2016, A. Location in patent: Paragraph 0394; 0395; 0396; 0397
[4] Patent: WO2013/192088, 2013, A1. Location in patent: Paragraph 00215

(1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
trans-Methyl 4-(hydroxymethyl)cyclohexanecarboxylate 110928-44-4
Price
US $3.00-9.00/KG
Min. Order
0.1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2025-06-24
Pharmahands (Taizhou) Co., Ltd.
Product
trans-(4-hydroxymethyl)cyclohexane-1-carboxylic acid methyl ester 110928-44-4
Price
US $0.00-0.00/Kg/Bag
Min. Order
1g
Purity
99%
Supply Ability
100kg/month
Release date
2020-10-30
Hebei Runbin Biotechnology Co. LTD
Product
(1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate 110928-44-4
Price
US $0.00/KG
Min. Order
1KG
Purity
99.9%
Supply Ability
20tons
Release date
2020-09-22

110928-44-4, (1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylateRelated Search:

BOC-1,4-TRANS-ACHC-OH TRANS-4-AMINOCYCLOHEXANECARBOXYLIC ACID tert-butyl (1r,4r)-4-aminocyclohexane-1-carboxylate hydrochloride TERT-BUTYL TRANS-4-FORMYLCYCLOHEXYLCARBAMATE Methyl trans-4-AMinocyclohexanecarboxylate Hydrochloride TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE tert-butyl (1r,4r)-4-aminocyclohexane-1-carboxylate trans-Methyl-4-aMinocyclohexanecarboxylate TRANS-4-AMINO-CYCLOHEXANE CARBOXYLIC ACID HYDROCHLORIDE Methyl trans-4-(tert-butoxycarbonylamino)cyclohexanecarboxylate trans-4-Aminocyclohexanemethanol trans-2,6-Dimethylpiperidin-4-one,N-BOCprotected trans-(4-Hydroxy-pyrrolidin-3-yl)-carbamic acid tert-butyl ester trans-2,6-Dimethyl-4-oxo-piperidine hydrochloride (1S,2S)-2-pyridin-2-ylcyclopropane-1-carboxylic acid trans-tert-butyl 4-fluoro-3-hydroxypiperidine-1-carboxylate Methyl (+/-)-trans-4-phenylpyrrolidine-3-carboxylate hydrochloride (3S,4R)-Methyl 4-(4-chlorophenyl)pyrrolidine-3-carboxylate hydrochloride

  • trans-Methyl 4-(hydroxyMethyl)cyclohexanecarboxylate
  • trans-4-(Hydroxymethyl)cyclohexanecarboxylic acid methyl ester
  • trans-4-(Methoxycarbonyl)cyclohexanemethanol
  • (1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate
  • 4-Hydroxymethyl-cyclohexanecarboxylic acid methyl ester
  • (1R,4R)-4-(hydroxymethyl)cyclohexanecarboxylic acid methyl ester
  • methyl (1r,4r)-4-(hydroxymethyl)cyclohexane-1-carboxylate
  • trans-(4-hydroxymethyl)cyclohexane-1-carboxylic acid methyl ester
  • trans-Methyl 4-(hydroxymethyl)
  • Methyl trans-4-(hydroxymethyl)cyclohexane-1-carboxylate
  • TRANS-1,4-CYCLOHEXANEDICARBOXYLIC ACID MONOM
  • Cyclohexanecarboxylic acid, 4-(hydroxymethyl)-, methyl ester,trans-
  • 110928-44-4