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536652

Sigma-Aldrich

(S)-(−)-2-(Boc-amino)-1,4-butanediol

97%

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About This Item

Linear Formula:
HOCH2CH2CH[NHCO2C(CH3)3]CH2OH
CAS Number:
128427-10-1
Molecular Weight:
205.25
MDL number:
MFCD03093946
UNSPSC Code:
12352108
PubChem Substance ID:
24878173
NACRES:
NA.22

Quality Level

100

Assay

97%

optical activity

[α]20/D −8°, c = 1 in chloroform

mp

65-69 °C (lit.)

functional group

amine
hydroxyl

SMILES string

CC(C)(C)OC(=O)N[C@H](CO)CCO

InChI

1S/C9H19NO4/c1-9(2,3)14-8(13)10-7(6-12)4-5-11/h7,11-12H,4-6H2,1-3H3,(H,10,13)/t7-/m0/s1

InChI key

KLRRFBSWOIUAHZ-ZETCQYMHSA-N

Application

(S)-(−)-2-(Boc-amino)-1,4-butanediol can be used as a reactant to synthesize:
  • Thiourea-based organocatalysts for asymmetric Michael addition reactions of nitroalkenes to α-nitrocyclohexanone.
  • Bis-copper (II) complex based catalysts for enantioselective Michael reactions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

536652-BULK:
536652-1G:
536652-VAR:
536652-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBV7927V
MKBK4207V
MKBH8537V
05623HJ
08410JH

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Asymmetric Michael additions of α-nitrocyclohexanone to aryl nitroalkenes catalyzed by natural amino acid-derived bifunctional thioureas
Jo?rres M, et al.
Organic Letters, 14(17), 4518-4521 (2012)

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