TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE
- Product Name
- TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE
- CAS No.
- 239074-29-4
- Chemical Name
- TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE
- Synonyms
- tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)carbamate;tert-Butyl (trans-4-(hydroxymethyl);trans-4-(Boc-amino)cyclohexanemethanol;trans-1-(Boc-amino)-4-(hydroxymethyl)cyclohexane;trans-1-(Boc-amino)-4-(hydroxymethyl)cyclohexane,97%;trans-1-(Boc-aMino)-4-(hydroxyMethyl)cyclohexane, 97%;TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE;Trans tert-butyl 4-(hydroxyMethyl)cyclohexyl)carbaMate;trans-4-(tert-Butoxycarbonylamino)cyclohexane-1-methanol;tert-butyl N-[trans-4-(hydroxymethyl)cyclohexyl]carbamate
- CBNumber
- CB5301665
- Molecular Formula
- C12H23NO3
- Formula Weight
- 229.32
- MOL File
- 239074-29-4.mol
TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE Property
- Boiling point:
- 351.6±11.0 °C(Predicted)
- Density
- 1.05±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- Slightly Soluble (4.4 g/L) (25°C).
- form
- Solid
- pka
- 12.50±0.40(Predicted)
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C12H23NO3/c1-12(2,3)16-11(15)13-10-6-4-9(8-14)5-7-10/h9-10,14H,4-8H2,1-3H3,(H,13,15)/t9-,10-
- InChIKey
- SGNKPJPMWHKOJO-MGCOHNPYSA-N
- SMILES
- C(OC(C)(C)C)(=O)N[C@@H]1CC[C@@H](CO)CC1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- H950080
- Product name
- (trans-4-Hydroxymethylcyclohexyl)carbamicAcidtert-ButylEster
- Packaging
- 250mg
- Price
- $205
- Updated
- 2021/12/16
- Product number
- FB46677
- Product name
- tert-Butyl trans-4-(hydroxymethyl)cyclohexylcarbamate
- Packaging
- 1g
- Price
- $120
- Updated
- 2021/12/16
- Product number
- FB46677
- Product name
- tert-Butyl trans-4-(hydroxymethyl)cyclohexylcarbamate
- Packaging
- 500mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- 089350
- Product name
- tert-Butyl trans-(4-hydroxymethyl)-cyclohexylcarbamate
- Packaging
- 500mg
- Price
- $29
- Updated
- 2021/12/16
- Product number
- 089350
- Product name
- tert-Butyl trans-(4-hydroxymethyl)-cyclohexylcarbamate
- Packaging
- 1g
- Price
- $44
- Updated
- 2021/12/16
TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE Chemical Properties,Usage,Production
Uses
trans-1-(Boc-amino)-4-(hydroxymethyl)cyclohexane is used to prepare C-2 hydroxyethyl imidazopyrrolo pyridines as JAK1 inhibitors. It is also used to prepare Mer kinase inhibitors for treatment of pediatric acute lymphoblastic leukemia.
Synthesis
146307-51-9
239074-29-4
General procedure for the synthesis of tert-butyl trans-(4-hydroxymethyl)cyclohexylcarbamate from methyl trans-4-(tert-butoxycarbonylamino)cyclohexanecarboxylate: a suspension of LiAlH4 (9.0 g, 0.236 mol, 1.12 eq.) in THF (500 mL) was cooled to 0 °C under ice bath conditions. Subsequently, a solution of methyl trans-4-(tert-butoxycarbonylamino)cyclohexanecarboxylate (54.3 g, 0.21 mol, 1.0 eq.) in THF (200 mL) was slowly added to ensure that the reaction temperature was maintained below 10 °C. After the addition was completed, the reaction mixture was transferred to room temperature and stirred overnight. Upon completion of the reaction, the reaction was carefully quenched with sodium sulfate decahydrate (27 g) at 15 °C to 25 °C. The insoluble material was removed by filtration and the filtrate was concentrated to give tert-butyl trans-(4-hydroxymethyl)cyclohexylcarbamate (43 g, 89% yield) as a white powder.MS-ESI: [M + 1]+: 229.1.
References
[1] Patent: WO2018/67422, 2018, A1. Location in patent: Page/Page column 44; 45
[2] Patent: WO2018/69863, 2018, A1. Location in patent: Page/Page column 121-122
[3] Patent: EP2017261, 2009, A1. Location in patent: Page/Page column 30-31
[4] Patent: US2010/273841, 2010, A1. Location in patent: Page/Page column 22
[5] Patent: WO2011/92293, 2011, A2. Location in patent: Page/Page column 99-100
TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE Preparation Products And Raw materials
Raw materials
Preparation Products
TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE Suppliers
- Tel
- --
- Fax
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- info@comgenex.hu
- Country
- Hungary
- ProdList
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View Lastest Price from TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE manufacturers
- Product
- (trans-4-Hydroxymethylcyclohexyl)carbamic acid tert-butyl ester 239074-29-4
- 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
- Product
- TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE 239074-29-4
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 200kg/month
- Release date
- 2020-11-05
- Product
- TERT-BUTYL TRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE 239074-29-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99.0%
- Supply Ability
- 100kg
- Release date
- 2020-01-07