ACCESSION: MSBNK-MSSJ-MSJ02069
RECORD_TITLE: (2S,5S)-2-((S)-2-Acetoxybut-3-en-1-yl)-5-(acetoxymethyl)tetrahydrofuran; GC-FI-TOF; MS; positive; FI; 10 kV
DATE: 2022.01.11
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$NAME: (2S,5S)-2-((S)-2-Acetoxybut-3-en-1-yl)-5-(acetoxymethyl)tetrahydrofuran
CH$COMPOUND_CLASS: Non-natural compound
CH$FORMULA: C₁₃H₂₀O₅
CH$EXACT_MASS: 256.13107
CH$SMILES: O=C(C)OC[C@@H]1CC[C@@H](C[C@@H](C=C)OC(C)=O)O1
CH$IUPAC: InChI=1S/C13H20O5/c1-4-11(17-10(3)15)7-12-5-6-13(18-12)8-16-9(2)14/h4,11-13H,1,5-8H2,2-3H3/t11-,12+,13+/m1/s1
CH$LINK: INCHIKEY BHJOFACGIMYBAP-AGIUHOORSA-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$CHROMATOGRAPHY: COLUMN_NAME ZB-1MS 7HM-G011-11 sn:313446 (Agilent, Wilmington, USA), length 30.0 m, I.D. 0.32 mm, thickness 0.25 micrometer.
AC$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 9.04 min.

PK$SPLASH: splash10-000t-1920000000-0770f3e7df8de42f6674
PK$NUM_PEAK: 24
PK$PEAK: m/z int. rel.int.
  43.019 32.2056 322
  60.021 1.7236 17
  61.029 1.8504 18
  73.03 4.3178 43
  99.044 3.7175 37
  136.088 12.0752 121
  137.093 2.1308 21
  143.069 9.0687 91
  156.078 1.6149 16
  178.096 8.5304 85
  183.101 100 999
  184.105 10.7779 108
  185.106 1.2466 12
  196.107 97.7593 977
  197.111 17.632 176
  198.115 1.9603 20
  213.108 6.2302 62
  214.116 11.6163 116
  215.12 1.6314 16
  238.117 6.2101 62
  255.122 3.241 32
  256.131 28.5202 285
  257.137 17.3263 173
  258.14 2.4591 25
//