(S)-tert-Butyl (1-hydroxybutan-2-yl)carbamate

Name: (S)-tert-Butyl (1-hydroxybutan-2-yl)carbamate
Brand: ChemScene
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CAS No. 150736-72-4
Cat. No. CS-0153911
Purity≥97%
MDL No.MFCD04974275

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(S)-tert-Butyl (1-hydroxybutan-2-yl)carbamate|CS-0153911

Structure of 150736-72-4

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General Information

CAS No. 150736-72-4
Cat. No. CS-0153911
Purity ≥97%
MDL No. MFCD04974275
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₉NO₃
Molecular Weight 189.25
Synonym(s) tert-butyl [(2S)-1-hydroxybutan-2-yl]carbamate
SMILES CC[C@H](NC(OC(C)(C)C)=O)CO

Description

(S)-tert-Butyl (1-hydroxybutan-2-yl)carbamate is a chiral building block featuring a stereodefined hydroxyl-bearing carbon adjacent to a carbamate-protected amine. This configuration enables selective transformations in asymmetric synthesis, where the hydroxyl group serves as a handle for derivatization or further functionalization under mild conditions. The tert-butyl carbamate moiety provides stability and facilitates easy removal during late-stage deprotection.

Application

(S)-tert-Butyl (1-hydroxybutan-2-yl)carbamate serves as a chiral building block for the synthesis of biologically active compounds, enabling stereoselective transformations via its protected amine and hydroxyl functionalities. The Boc group provides bench stability and orthogonal compatibility, while the secondary alcohol facilitates derivatization or incorporation into complex scaffolds. This reagent functions effectively in standard coupling and reduction protocols, offering reliable access to enantiopure intermediates in medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
  5856-62-2
- In-stock
  
  24424-99-5
- ~99%
- In-stock
  
  150736-72-4
References
- Hoffmann-La Roche Inc.; Banner, David; Haap, Wolfgang; Kuhn, Bernd; Luebbers, Thomas; Peters, Jens-Uwe; Schulz-Gasch, Tanja Patent: US2013/137687 A1, 2013 ; Location in patent: Paragraph 0177 ;
Route2
- In-stock
  
  5856-62-2
- In-stock
  
  34619-03-9
- ~%
- In-stock
  
  150736-72-4
References
- AXYS PHARMACEUTICALS, INC. Patent: WO2004/838 A1, 2003 ; Location in patent: Page 73 ; WO 2004/000838 A1
Route3
- 251325-57-2
- ~%
- In-stock
  
  150736-72-4
- In-stock
  
  150736-71-3
References
- Burk, Mark J.; Johnson, Nicholas B.; Lee, Jeffrey R. Tetrahedron Letters, 1999 , vol. 40, # 36 p. 6685 - 6688

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS06
Signal Word : Danger	UN#: 2923
Class : 8 (6.1)	Packing Group : Ⅲ
Hazard Statements : H301-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 58.56
LogP 1.282
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(S)-tert-Butyl (1-hydroxybutan-2-yl)carbamate

CAS No. 150736-72-4

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