tert-Butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate,97%(stabilized with MEHQ)

Name: tert-Butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate,97%(stabilized with MEHQ)
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 91103-37-6
Cat. No. CS-0089891
Molecule weight187.24
Purity97%(stabilized with MEHQ)
MDL No.MFCD07366803

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Excepted Quantity	$0.00
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tert-Butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate,97%(stabilized with MEHQ)|CS-0089891

Structure of 91103-37-6

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General Information

CAS No. 91103-37-6
Cat. No. CS-0089891
Purity 97%(stabilized with MEHQ)
MDL No. MFCD07366803
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₇NO₃
Molecular Weight 187.24
Synonym(s) (S)-tert-butyl 1-hydroxybut-3-en-2-ylcarbamate
SMILES O=C(OC(C)(C)C)N[C@H](CO)C=C

Description

tert-Butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate, 97% (stabilized with MEHQ) features a chiral allylic alcohol moiety with high stereochemical integrity. This bench-stable, moisture-tolerant reagent integrates seamlessly into asymmetric synthesis workflows, enabling efficient access to functionalized intermediates via selective transformations.

Application

tert-Butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate, 97% (stabilized with MEHQ) serves as a chiral building block for stereoselective synthesis, enabling efficient access to (S)-configured intermediates via allylic functionalization. The protected hydroxyl group exhibits excellent bench stability and compatibility with standard coupling reactions, while the enol ether functionality facilitates selective transformations under mild conditions. Its robustness in purification and broad functional group tolerance make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  133625-87-3
- ~76%
- In-stock
  
  91103-37-6
References
- Incyte Corporation; Li, Yun-Long; Zhu, Wenyu; Mei, Song; Glenn, Joseph Patent: US2014/121198 A1, 2014 ; Location in patent: Paragraph 0645; 0647 ;
Route2
- 271260-82-3
- ~96%
- In-stock
  
  91103-37-6
References
- Sabat, Mark; Johnson, Carl R. Organic Letters, 2000 , vol. 2, # 8 p. 1089 - 1091
Route3
- 136374-47-5
- ~56%
- In-stock
  
  91103-37-6
References
- Miyata, Okiko; Ozawa, Yoshiki; Ninomiya, Ichiya; Naito, Takeaki Tetrahedron, 2000 , vol. 56, # 34 p. 6199 - 6207

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 58.56
LogP 1.058
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Olefins

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty chain compounds

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tert-Butyl (S)-(1-hydroxybut-3-en-2-yl)carbamate,97%(stabilized with MEHQ)

CAS No. 91103-37-6

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