tert-Butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate

Name: tert-Butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate
Brand: ChemScene
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CAS No. 203738-69-6
Cat. No. CS-0069099
Purity≥97%
MDL No.MFCD09271805

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tert-Butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate|CS-0069099

Structure of 203738-69-6

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General Information

CAS No. 203738-69-6
Cat. No. CS-0069099
Purity ≥97%
MDL No. MFCD09271805
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₉NO₃Si
Molecular Weight 275.46
Synonym(s) None
SMILES O=C(OC(C)(C)C)NCCO[Si](C)(C)C(C)(C)C

Description

tert-Butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate features a silyl-protected hydroxyl group and a carbamate functionality, enabling orthogonal protection in complex synthesis. This bifunctional reagent integrates seamlessly into peptide and oligonucleotide workflows, offering stability under standard conditions and selective deprotection with fluoride sources.

Application

tert-Butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate serves as a versatile bifunctional protecting group reagent, enabling simultaneous protection of primary amines and hydroxyl functionalities. The tert-butoxycarbonyl (Boc) group facilitates mild acid-labile deprotection, while the tert-butyldimethylsilyl (TBS) moiety provides robust stability toward nucleophiles and bases. This dual protection strategy simplifies purification and enhances functional group tolerance in complex syntheses, particularly in peptide coupling and oligosaccharide assembly workflows.

Synthesis

Route1
- In-stock
  
  26690-80-2
- 18162-48-6
- ~99%
- In-stock
  
  203738-69-6
References
- Molander, Gary A.; Cormier, Elizabeth Pollina Journal of Organic Chemistry, 2005 , vol. 70, # 7 p. 2622 - 2626
Route2
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  203738-69-6
References
- Molander, Gary A.; Cormier, Elizabeth Pollina Journal of Organic Chemistry, 2005 , vol. 70, # 7 p. 2622 - 2626

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

TPSA 47.56
LogP 3.5329
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Organosilicon compounds

Building Blocks Skeleton Fatty chain compounds

Life Science PROTAC PROTAC Linker

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Proteolysis Targeting Chimera Research Reagents

Biochemistry Pharmaceutical Development and Drug Discovery Research Proteolysis Targeting Chimera Research Reagents

Key Words

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tert-Butyl (2-((tert-butyldimethylsilyl)oxy)ethyl)carbamate

CAS No. 203738-69-6

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