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      (S,S)-(-)-1,4-Dimethoxy-2,3-butanediol

      SKU
      D0434

      Category: Building Blocks, Intermediates, Reagents

      Synonyms
      1,4-Di-O-methyl-L-threitol
      50622-10-1
      CAS-Number
      C6H14O4
      Molecular Formula
      150.17
      Molecular Weight

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥99% (GC)
      Identity
      1H-NMR
      Appearance
      White powder

      Properties

      Optical Activity
      [α]20/D -1.8±0.1°, c = 1.9% in methanol
      Boiling Point
      68 °C at 0.2 Torr
      Melting Point
      28-30 °C
      Solvents
      Soluble in chloroform
      Shipping
      AMBIENT
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Handling Advice
      Protect from light and moisture.
      Long Term Storage
      +4°C
      Short Term Storage
      +4°C
      Transportation
      Not dangerous goods
      Description
      Building block for synthesis. For chiral auxiliary modification of LAH. Condensation of ester enolates and chiral imines to ?-lactams. Auxiliary, reactions of its acetal. Determination of the enantiomeric purity of ketones by acetal formation and 13C-NMR.
      InChi
      InChI=1S/C6H14O4/c1-9-3-5(7)6(8)4-10-2/h5-8H,3-4H2,1-2H3/t5-,6-/m0/s1
      References
      (1) P. Nanasi & A. Liptak: Carbohyd. Res. 29, 201 (1973) , (2) W. Langer & D. Seebach: Helv. Chim. Acta 62, 1710 (1978) , (3) M. Schmidt, et al.: Chem. Ber. 113, 1691 (1980) , (4) A. Alexakis & P. Mangeney: Tetrahed. Asym. 1, 477 (1990) , (5) T. Fujisawa, et al.: Tetrahed. 48, 5629 (1992)
      InChi Key
      QPXJVYUZWDGUBO-WDSKDSINSA-N
      Smiles
      COC[C@H](O)[C@@H](O)COC

      Building block for synthesis. For chiral auxiliary modification of LAH. Condensation of ester enolates and chiral imines to ?-lactams. Auxiliary, reactions of its acetal. Determination of the enantiomeric purity of ketones by acetal formation and 13C-NMR.

      SKU: D0434 Category: Building Blocks, Intermediates, Reagents
      • Additional information

      Additional information

      Synonyms

      1,4-Di-O-methyl-L-threitol

      Purity

      ≥99% (GC)

      Appearance

      White powder

      CAS-Number

      50622-10-1

      Molecular Formula

      C6H14O4

      Molecular Weight

      150.17

      Identity

      1H-NMR

      Solvents

      Soluble in chloroform

      Melting Point

      28-30 °C

      Boiling Point

      68 °C at 0.2 Torr

      Optical Activity

      [α]20/D -1.8±0.1°, c = 1.9% in methanol

      Smiles

      COC[C@H](O)[C@@H](O)COC

      InChi Key

      QPXJVYUZWDGUBO-WDSKDSINSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Transportation

      Not dangerous goods

      References

      (1) P. Nanasi & A. Liptak: Carbohyd. Res. 29, 201 (1973), (2) W. Langer & D. Seebach: Helv. Chim. Acta 62, 1710 (1978), (3) M. Schmidt, et al.: Chem. Ber. 113, 1691 (1980), (4) A. Alexakis & P. Mangeney: Tetrahed. Asym. 1, 477 (1990), (5) T. Fujisawa, et al.: Tetrahed. 48, 5629 (1992)

      InChi

      InChI=1S/C6H14O4/c1-9-3-5(7)6(8)4-10-2/h5-8H,3-4H2,1-2H3/t5-,6-/m0/s1

      Quantity

      250 mg, 1 g, 5 g, Bulk

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