ACCESSION: MSBNK-MSSJ-MSJ02087
RECORD_TITLE: rac-(2S,5S)-2-((S)-2-Acetoxybut-3-en-1-yl)-5-(acetoxymethyl)tetrahydrofuran; GC-FI-TOF; MS; POSITIVE; FI; 10 kV
DATE: 2023.03.27
AUTHORS: Eiyu Imai, Takemichi Nakamura, Molecular Structure Characterization Unit, RIKEN
LICENSE: CC BY
COPYRIGHT: Eiyu Imai, Takemichi Nakamura, Molecular Structure Characterization Unit, RIKEN
PUBLICATION: S. Takahashi, D. Satoh, M. Hayashi, K. Takahashi, K. Yamaguchi, T. Nakamura, H. Koshino. Total Synthesis of the Proposed Structure for Aromin and Its Structural Revision. J. Org. Chem. 2016, 81, 22, 11222-11234. doi: 10.1021/acs.joc.6b02187
COMMENT: This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 22HP8019 to the Mass Spectrometry Society of Japan.
COMMENT: Original ID of the mass spectral data was ST-2702A-2_fi.xlsx.
COMMENT: JMS-T100GCV (JEOL, Akishima, Japan) is a reflectron time-of-flight (reTOF) mass spectrometer. Temperature of the GC-transfer line was 200 C. Resolving power (FWHM, nominal) was 7000.
COMMENT: FI voltage was 10 kV. Typical accuracy level expected was 10 ppm. Postrun m/z adjustment with known mass was 256.13107.

CH$NAME: rac-(2S,5S)-2-((S)-2-Acetoxybut-3-en-1-yl)-5-(acetoxymethyl)tetrahydrofuran
CH$COMPOUND_CLASS: Non-natural compound
CH$FORMULA: C₁₃H₂₀O₅
CH$EXACT_MASS: 256.13108
CH$SMILES: C=C[C@H](C[C@@H]1CC[C@@H](COC(C)=O)O1)OC(C)=O
CH$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$LINK: INCHIKEY BHJOFACGIMYBAP-AGIUHOORSA-N
CH$LINK: PUBCHEM CID:163410453

AC$INSTRUMENT: JMS-T100GCV (JEOL, Akishima, Japan) coupled to Agilent 7890A gas chromatograph.
AC$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$CHROMATOGRAPHY: COLUMN_NAME ZB-1MS 7HM-G011-11 sn:313446, length 30.0 m, I.D. 0.32 mm, thickness 0.25 micrometer.
AC$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$SPLASH: splash10-001i-2920000000-7a4ba26e0d7ed28745ef
PK$NUM_PEAK: 21
PK$PEAK: m/z int. rel.int.
  30.011 2.9362 29
  43.019 35.7361 357
  60.022 1.8297 18
  73.029 3.9786 40
  99.045 3.9623 40
  136.089 6.9483 69
  137.096 1.307 13
  143.071 8.8069 88
  178.099 2.3159 23
  183.102 100 999
  184.105 11.7125 117
  185.107 1.4609 15
  196.109 34.3136 343
  197.114 7.1254 71
  213.11 3.231 32
  214.117 4.7467 47
  238.117 2.6664 27
  255.125 3.4846 35
  256.131 14.6647 147
  257.138 13.5204 135
  258.14 1.9943 20
//