tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate
- CAS No.
- 107017-73-2
- Chemical Name:
- tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate
- Synonyms
- tert-Butyl [1-(Hydroxymethyl)cyclopropyl]carbamate;tert-butyl N-[1-(hydroxymethyl)cyclopropyl]carbamate;SKL325;Boc-ACPC-ol;Boc-1-Amnocyclopropylmethanol;Boc-1-Aminocyclopropylmethanol;1-(Boc-amino)cyclopropylmethanol;Boc-1-aminocyclopropane methanol;N-Boc-1-AMinocyclopropylMethanol;1-Boc-Amino-cyclopropanemethanol
- CBNumber:
- CB91508201
- Molecular Formula:
- C9H17NO3
- Molecular Weight:
- 187.24
- MDL Number:
- MFCD09749954
- MOL File:
- 107017-73-2.mol
- MSDS File:
- SDS
| Melting point | 81.0 to 85.0 °C |
|---|---|
| Boiling point | 294.5±9.0 °C(Predicted) |
| Density | 1.11±0.1 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| form | powder to crystal |
| pka | 12.24±0.20(Predicted) |
| color | White to Orange to Green |
| InChI | InChI=1S/C9H17NO3/c1-8(2,3)13-7(12)10-9(6-11)4-5-9/h11H,4-6H2,1-3H3,(H,10,12) |
| InChIKey | HFMAZNJKNNRONT-UHFFFAOYSA-N |
| SMILES | C(OC(C)(C)C)(=O)NC1(CO)CC1 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H332-H335 |
| Precautionary statements | P280-P305+P351+P338-P310 |
| HS Code | 2924297099 |
tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate price More Price(43)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | B4251 | [1-(tert-Butoxycarbonylamino)cyclopropyl]methanol >97.0%(GC) | 107017-73-2 | 200mg | $37 | 2025-07-31 | Buy |
| TCI Chemical | B4251 | [1-(tert-Butoxycarbonylamino)cyclopropyl]methanol >97.0%(GC) | 107017-73-2 | 1g | $119 | 2025-07-31 | Buy |
| TRC | B809783 | tert-ButylN-[1-(Hydroxymethyl)cyclopropyl]carbamate | 107017-73-2 | 250mg | $90 | 2021-12-16 | Buy |
| Apolloscientific | OR350017 | Boc-1-Aminocyclopropylmethanol 98% | 107017-73-2 | 1g | $37 | 2021-12-16 | Buy |
| ChemScene | CS-D0180 | tert-butyl(1-(hydroxymethyl)cyclopropyl)carbamate >98.0% | 107017-73-2 | 5g | $78 | 2021-12-16 | Buy |
tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate Chemical Properties,Uses,Production
Uses
Tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate could be converted into spirocyclopropanated analogues 14-CP and 14-CT of the insecticide Thiacloprid [1]. It can also be transformed into spirocyclopropanated analogs of Imidacloprid. This compound could be used to synthesize spirocyclopropanated five-membered ring analog 4-(3,5-Dichlorophenyl)-N-isopropyl-5-oxo-4,6-diazaspiro- [2.4]heptane-6-carboxamide[2].
Preparation
Tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate can be synthesized in three steps (40 % overall yield) from N, Ndibenzyl-2-benzyloxyacetamide starting with its reductive cyclopropanation (the de Meijere variant of the so-called Kulinkovich reaction). It can also be prepared in 56 % overall yield by monohydrolysis of commercially available diethyl cyclopropane-1,1-dicarboxylate followed by Curtius degradation of the carboxylic acid residue and subsequent reduction of the ester moiety[1].
Synthesis
107259-05-2
107017-73-2
General procedure for the synthesis of (1-hydroxymethylcyclopropyl)-tert-butoxycarbonylamino acids from ethyl 1-(BOC-amino)cyclopropanecarboxylate: ethyl 1-((tert-butoxycarbonyl)amino)cyclopropanecarboxylate (4.31 g, 18.80 mmol) was dissolved in tetrahydrofuran (THF, 20 mL), and a 2M lithium borohydride (LiBH4) THF solution was slowly added dropwise ( 10.34 mL, 20.68 mmol), and the reaction mixture was stirred at room temperature overnight. Subsequently, a THF solution of 2M LiBH4 (5 mL, 10 mmol) was added additionally and stirring was continued at room temperature for 6 hours. Upon completion of the reaction, anhydrous sodium sulfate (Na2SO4, 15 g) and water (H2O, 10 mL) were added and the suspension was stirred at room temperature over the weekend. The suspension was filtered through a pad of sodium sulfate and the residue was washed with dichloromethane (DCM). The combined filtrates were concentrated under reduced pressure and the product was purified by column chromatography (silica gel, heptane/ethyl acetate, 1:1) to give 2.78 g of the target product in 79% yield.
References
[1] Brackmann F, et al. Synthesis of Spirocyclopropanated Analogues of Imidacloprid and Thiacloprid. European Journal of Organic Chemistry, 2005; 2005: 600-609.
[2] Brackmann F, et al. Synthesis of Spirocyclopropanated Analogues of Iprodione. European Journal of Organic Chemistry, 2005; 2005: 2250-2258.
tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Boc Chemical Co., Ltd. | 021-34975602; +8618721111801 | shangli@bocchem.com | China | 138 | 58 |
| Capot Chemical Co.,Ltd. | +8613336195806 | sales@capot.com | China | 29731 | 60 |
| Nanjing ChemLin Chemical Industry Co., Ltd. | 025-83697070 | product@chemlin.com.cn | CHINA | 3009 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29855 | 58 |
| Accela ChemBio Inc. | +1-858-6993322 | info@accelachem.com | United States | 21193 | 58 |
| Chengdu Feibo Pharm Technology Co., Ltd | +86 028-84641798 15982321820 | abby@arkpharm.com | China | 10922 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49733 | 58 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21142 | 58 |
| JIAXING REGEN CHEMICAL CO.,LTD | +8613385739570 | regen_chemical1@163.com | China | 226 | 58 |
View Lastest Price from tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-04-04 | Boc-1-Aminocyclopropylmethanol
107017-73-2
|
US $0.00-0.00 / kg | 1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. | |
 |
2022-05-25 | N-BOC-1-AMINO-CYCLOPROPANEMETHANOL
107017-73-2
|
US $1.10 / g | 1g | 99.0% Min | 100 Tons | Dideu Industries Group Limited | |
 |
2019-09-05 | N-BOC-1-AMINO-CYCLOPROPANEMETHANOL
107017-73-2
|
US $5.50 / KG | 2KG | 96%-99% | 100kg | Career Henan Chemical Co |
-
- Boc-1-Aminocyclopropylmethanol
107017-73-2
- US $0.00-0.00 / kg
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- N-BOC-1-AMINO-CYCLOPROPANEMETHANOL
107017-73-2
- US $1.10 / g
- 99.0% Min
- Dideu Industries Group Limited
-
- N-BOC-1-AMINO-CYCLOPROPANEMETHANOL
107017-73-2
- US $5.50 / KG
- 96%-99%
- Career Henan Chemical Co
107017-73-2(tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate)Related Search:
1of4
