ACCESSION: MSBNK-MSSJ-MSJ02096
RECORD_TITLE: (2R,5R)-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-2715B-2-1_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$NAME: (2R,5R)-2-((S)-2-acetoxybut-3-en-1-yl)-5-(acetoxymethyl)tetrahydrofuran
CH$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-JHJVBQTASA-N

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 9.02 min.

PK$SPLASH: splash10-001j-1920000000-ef7217b7b388a96b6f01
PK$NUM_PEAK: 26
PK$PEAK: m/z int. rel.int.
  43.019 32.8507 328
  73.029 4.3945 44
  99.044 1.6383 16
  136.086 14.0337 140
  137.093 2.6095 26
  143.07 9.5346 95
  152.081 4.2807 43
  153.086 0.8595 9
  154.095 3.0779 31
  178.096 3.6362 36
  183.101 100 999
  184.105 10.8514 108
  185.107 1.4015 14
  195.097 0.9104 9
  196.108 95.1954 951
  197.112 13.5727 136
  198.113 1.7704 18
  213.109 4.6775 47
  214.117 14.0035 140
  215.119 1.7473 17
  238.117 6.5902 66
  239.12 1.1898 12
  255.124 4.2353 42
  256.131 28.2544 282
  257.137 15.9085 159
  258.14 2.3397 23
//