(1-(((Tert-butyldimethylsilyl)oxy)methyl)cyclopropyl)methanol

Name: (1-(((Tert-butyldimethylsilyl)oxy)methyl)cyclopropyl)methanol
Brand: ChemScene
Availability: InStock
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CAS No. 737790-46-4
Cat. No. CS-0313425
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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(1-(((Tert-butyldimethylsilyl)oxy)methyl)cyclopropyl)methanol|CS-0313425

Structure of 737790-46-4

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General Information

CAS No. 737790-46-4
Cat. No. CS-0313425
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₄O₂Si
Molecular Weight 216.39
Synonym(s) 1-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]methyl]cyclopropanemethanol
SMILES OCC1(CO[Si](C)(C(C)(C)C)C)CC1

Description

This silyl-protected cyclopropylmethanol derivative features a tert-butyldimethylsilyl group that confers exceptional stability and moisture tolerance. The pendant hydroxyl moiety enables straightforward functionalization, while the rigid cyclopropyl ring imparts unique stereochemical control. Ideal for complex molecule synthesis, this reagent integrates cleanly into multi-step sequences under standard bench conditions.

Application

(1-(((Tert-butyldimethylsilyl)oxy)methyl)cyclopropyl)methanol serves as a stable, bench-ready building block for cyclopropyl-containing molecular architectures. The silyl ether group provides robust protection of the primary alcohol under standard conditions, enabling selective deprotection and orthogonal functionalization. It facilitates efficient incorporation into complex scaffolds via C–C bond formation and functions effectively in multistep synthesis where stability and compatibility with diverse reaction conditions are critical.

Synthesis

Route1
- In-stock
  
  39590-81-3
- 18162-48-6
- ~82%
- In-stock
  
  737790-46-4
References
- Liu, Lian Jin; Kim, Eunae; Hong, Joon Hee Nucleosides, Nucleotides and Nucleic Acids, 2011 , vol. 30, # 10 p. 784 - 797
Route2
- 29328-23-2
- 18162-48-6
- ~79%
- In-stock
  
  737790-46-4
References
- Takeda Chemical Industries, Ltd. Patent: EP1591446 A1, 2005 ; Location in patent: Page/Page column 98 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 29.46
LogP 2.7807
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Organosilicon compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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(1-(((Tert-butyldimethylsilyl)oxy)methyl)cyclopropyl)methanol

CAS No. 737790-46-4

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