ACCESSION: MSBNK-MSSJ-MSJ02067
RECORD_TITLE: (2S,3S,5S)-5-(But-3-en-1-yl)-3-acetoxy-2-(acetoxymethyl)tetrahydrofuran; GC-FI-TOF; MS; positive; FI; 10 kV
DATE: 2022.01.09
AUTHORS: Eiyu Imai, Takemichi Nakamura, Molecular Structure Characterization Unit, RIKEN
LICENSE: CC BY
COPYRIGHT: Eiyu Imai, Takemichi Nakamura, Molecular Structure Characterization Unit, RIKEN
PUBLICATION: Takahashi K, Satoh D, Hayashi M, Takahashi K, Yamaguchi K, Nakamura T, and Koshino H, J. Org, Chem., 2016, 81, 11222-11234; DOI:10.1021/acs.joc.6b02187.
COMMENT: JMS-T100GCV is a reflectron time-of-flight (reTOF) mass spectrometer. Temperature of the ion-source and GC-transfer line were 60 and 200 C. Resolving power (FWHM, nominal) was 7,000.
COMMENT: Field ionization (FI) voltage, which is defined as the voltage between the emitter surface and the electrode, was 10 kV (default). Typical accuracy level expected was 10 ppm. Postrun m/z adjustment was made at a known mass, 256.1311.
COMMENT: This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 21HP8020 to the Mass Spectrometry Society of Japan.

CH$NAME: (2S,3S,5S)-5-(But-3-en-1-yl)-3-acetoxy-2-(acetoxymethyl)tetrahydrofuran
CH$COMPOUND_CLASS: Non-natural compound
CH$FORMULA: C₁₃H₂₀O₅
CH$EXACT_MASS: 256.13107
CH$SMILES: O=C(C)OC[C@@H]1O[C@H](C[C@@H]1OC(C)=O)CCC=C
CH$IUPAC: InChI=1S/C13H20O5/c1-4-5-6-11-7-12(17-10(3)15)13(18-11)8-16-9(2)14/h4,11-13H,1,5-8H2,2-3H3/t11-,12-,13-/m0/s1
CH$LINK: INCHIKEY QELRFHRLEHUODQ-AVGNSLFASA-N

AC$INSTRUMENT: JMS-T100GCV (JEOL, Akishima, Japan) coupled to Agilent 7890A (Agilent, Wilmington, USA) gas chromatograph.
AC$INSTRUMENT_TYPE: GC-FI-TOF
AC$MASS_SPECTROMETRY: MS_TYPE MS
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION FI
AC$CHROMATOGRAPHY: CARRIER_GAS He, flow rate 1.5 ml/min.
AC$CHROMATOGRAPHY: COLUMN_NAME ZB-1MS 7HM-G011-11H sn:313446 (Agilent, Wilmington, USA), length 30.0 m, I.D. 0.32 mm, thickness 0.25 micrometer.
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE Held at initial oven temp. 70 C for 4 min and ramped at the rate of 30 C/min to 325 C and held at the final temp. for 1.5 min.
AC$CHROMATOGRAPHY: INJECTION_TEMPERATURE 250 C
AC$CHROMATOGRAPHY: RETENTION_TIME 8.95 min.

PK$SPLASH: splash10-0002-0930000000-0af25b85cf339e51ffbc
PK$NUM_PEAK: 25
PK$PEAK: m/z int. rel.int.
  43.018 0.4706 5
  136.084 0.8524 9
  154.096 10.7951 108
  155.099 1.2386 12
  161.134 0.1336 1
  161.263 0.1603 2
  183.1 0.7905 8
  196.107 100 999
  196.608 0.2194 2
  196.8 0.288 3
  197.111 12.725 127
  197.782 0.1798 2
  198.113 1.3328 13
  198.301 0.142 1
  201.072 8.3167 83
  201.18 0.1192 1
  202.075 0.8391 8
  206.717 0.1621 2
  213.108 0.2501 2
  214.08 6.2798 63
  214.199 0.1207 1
  215.083 0.7749 8
  256.131 32.3457 323
  257.135 5.1167 51
  258.138 0.7319 7
//