ACCESSION: MSBNK-MSSJ-MSJ02095
RECORD_TITLE: (2R,5R)-2-((S)-2-acetoxybut-3-en-1-yl)-5-(acetoxymethyl)tetrahydrofuran; GC-EI-TOF; MS; POSITIVE; EI; 70 V
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_ei.xlsx.
COMMENT: JMS-T100GCV (JEOL, Akishima, Japan) is a reflectron time-of-flight (reTOF) mass spectrometer. Temperature of the ion-source and GC-transfer line were 250 C and 250 C, respectively. Resolving power (FWHM, nominal) was 7000.
COMMENT: EI voltage was 70 V. Typical accuracy level expected was 5 ppm. Postrun m/z adjustment with known mass was 183.10212.

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-EI-TOF
AC$MASS_SPECTROMETRY: MS_TYPE MS
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: IONIZATION EI
AC$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 9.01 min.

PK$SPLASH: splash10-0006-9100000000-d9cf0d4f8438ee431669
PK$NUM_PEAK: 105
PK$PEAK: m/z int. rel.int.
  27.023 2.2814 23
  28.006 0.9919 10
  28.031 0.9722 10
  29.003 0.9328 9
  29.039 2.2364 22
  31.018 0.6582 7
  31.99 0.5778 6
  39.023 2.8731 29
  40.031 0.4294 4
  41.039 5.647 56
  42.011 1.5536 16
  42.046 0.9423 9
  43.018 100 999
  43.055 1.3392 13
  43.342 0.2651 3
  43.565 0.1634 2
  43.8 0.1303 1
  43.834 0.1248 1
  44.023 2.6027 26
  44.061 0.1298 1
  45.032 0.403 4
  51.024 0.2555 3
  52.031 0.2828 3
  53.039 2.334 23
  54.047 5.6507 56
  55.018 5.3548 53
  55.055 8.2556 82
  55.116 0.1178 1
  56.025 1.1029 11
  56.061 0.7325 7
  57.034 3.7713 38
  57.07 0.1993 2
  58.041 0.7422 7
  61.029 2.3063 23
  65.039 0.7311 7
  66.047 1.1997 12
  67.055 5.959 60
  68.026 0.7452 7
  68.06 0.6651 7
  69.034 8.7061 87
  69.069 0.3221 3
  70.041 1.3674 14
  71.049 1.2549 13
  72.057 0.9536 10
  73.029 0.7012 7
  74.037 0.5422 5
  77.039 1.7977 18
  78.046 1.0043 10
  79.054 37.1816 371
  80.061 5.614 56
  80.129 0.1245 1
  81.034 4.0823 41
  81.07 3.4545 35
  82.041 3.5489 35
  83.049 13.5179 135
  84.055 1.2042 12
  85.028 0.272 3
  85.064 0.3124 3
  86.036 0.5576 6
  87.044 2.602 26
  91.054 0.9842 10
  92.062 0.5429 5
  93.07 3.8532 38
  94.042 0.5439 5
  94.077 1.3189 13
  95.049 1.9134 19
  95.086 15.433 154
  96.057 3.379 34
  96.089 1.235 12
  97.064 1.119 11
  98.072 0.4857 5
  99.044 2.7182 27
  100.051 0.6146 6
  101.06 1.6227 16
  103.042 0.3043 3
  105.07 3.3823 34
  106.073 0.3179 3
  107.049 0.44 4
  107.085 0.2085 2
  108.057 0.4382 4
  109.064 0.274 3
  110.073 0.2899 3
  114.068 0.406 4
  117.069 0.2941 3
  118.077 0.4943 5
  121.065 0.6637 7
  123.081 5.3725 54
  124.084 0.5298 5
  129.055 0.2196 2
  135.081 0.3101 3
  136.088 2.3136 23
  137.094 0.4922 5
  140.083 0.2998 3
  141.09 0.1822 2
  143.071 9.4851 95
  143.158 0.1341 1
  144.074 0.7808 8
  153.091 0.3571 4
  154.098 0.3347 3
  156.079 0.3345 3
  183.102 7.5022 75
  183.208 0.1223 1
  184.105 0.8549 9
  196.11 2.4031 24
  197.116 0.5033 5
//