(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

AK Scientific

Product number: X8966
Product name: (1R,4R)-Methyl4-(hydroxymethyl)cyclohexanecarboxylate
Packaging: 1g
Price: $118
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

ChemScene

Product number: CS-D1138
Product name: Methyltrans-4-(hydroxymethyl)cyclohexanecarboxylate
Purity: 99.39%
Packaging: 10g
Price: $432
Updated: 2021/12/16

Apolloscientific

Product number: OR917667
Product name: (1R,4R)-Methyl 4-(hydroxymethyl)cyclohexanecarboxylate
Packaging: 1g
Price: $520
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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(1r,4r)-methyl 4-(hydroxymethyl)cyclohexanecarboxylate Suppliers

China 94 India 2 Switzerland 1 United Kingdom 1 United States 7 Global 105

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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