ACCESSION: MSBNK-MSSJ-MSJ02080
RECORD_TITLE: rac-(2R,3S,5R)-5-(But-3-en-1-yl)-3-acetoxy-2-(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-2697A-1-1-1_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$NAME: rac-(2R,3S,5R)-5-(But-3-en-1-yl)-3-acetoxy-2-(acetoxymethyl)tetrahydrofuran
CH$COMPOUND_CLASS: Non-natural compound
CH$FORMULA: C₁₃H₂₀O₅
CH$EXACT_MASS: 256.13108
CH$SMILES: C=CCC[C@@H]1C[C@H](OC(C)=O)[C@@H](COC(C)=O)O1
CH$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-/m1/s1
CH$LINK: INCHIKEY QELRFHRLEHUODQ-FRRDWIJNSA-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 8.92 min.

PK$SPLASH: splash10-0006-9100000000-b082e542eecf0761e06d
PK$NUM_PEAK: 109
PK$PEAK: m/z int. rel.int.
  27.023 1.6462 16
  28.006 4.0851 41
  28.031 0.3884 4
  29.002 0.7829 8
  29.039 1.9328 19
  31.018 0.5348 5
  31.99 0.4222 4
  39.023 3.483 35
  40.03 0.486 5
  41.039 9.8342 98
  42.01 1.0517 11
  42.045 0.9501 9
  43.018 100 999
  43.055 1.4279 14
  43.341 0.2524 3
  43.561 0.1681 2
  43.801 0.1337 1
  44.022 2.7022 27
  44.06 0.1378 1
  45.033 0.5882 6
  51.023 0.2517 3
  52.031 0.226 2
  53.039 2.6484 26
  54.046 3.0412 30
  55.018 2.6765 27
  55.054 6.1343 61
  56.025 0.2838 3
  56.06 0.4605 5
  57.034 3.3321 33
  58.04 0.325 3
  60.021 0.2727 3
  61.029 1.5312 15
  65.039 0.7491 7
  66.046 0.7524 8
  67.054 13.1866 132
  67.12 0.1585 2
  68.026 0.6969 7
  68.06 1.5753 16
  69.034 2.8072 28
  69.069 0.4196 4
  70.041 1.8962 19
  71.013 0.3027 3
  71.049 1.6021 16
  73.028 2.0392 20
  74.036 0.3984 4
  77.039 1.3503 13
  78.046 0.3105 3
  79.054 8.5959 86
  80.062 8.8138 88
  80.135 0.1165 1
  81.033 49.6414 496
  81.069 4.4861 45
  81.431 0.1375 1
  81.478 0.1574 2
  82.039 4.2828 43
  82.076 0.5708 6
  83.049 2.1236 21
  83.085 0.4172 4
  84.056 0.5047 5
  85.029 0.273 3
  85.064 0.265 3
  86.036 0.4383 4
  87.044 0.4151 4
  91.054 1.2154 12
  92.061 0.4598 5
  93.07 4.129 41
  94.041 16.73 167
  95.048 3.1903 32
  95.085 9.5013 95
  96.054 0.4293 4
  96.089 0.8245 8
  97.029 0.4472 4
  97.065 0.5303 5
  98.036 0.2555 3
  98.072 0.2867 3
  99.044 1.7664 18
  100.052 0.8876 9
  101.023 0.5867 6
  103.039 1.5811 16
  105.07 3.9484 39
  106.074 0.4305 4
  107.049 2.0512 20
  108.056 0.664 7
  109.064 0.2799 3
  111.045 0.242 2
  111.08 0.3551 4
  112.052 0.5292 5
  113.059 0.9591 10
  115.039 0.2298 2
  117.069 0.3483 3
  118.078 0.3961 4
  121.065 0.3707 4
  123.08 6.1532 61
  124.084 0.6048 6
  125.095 0.2628 3
  135.08 0.8159 8
  136.088 3.2161 32
  137.095 2.1766 22
  138.099 0.2509 3
  141.091 6.054 60
  142.095 0.5668 6
  145.049 0.2244 2
  153.055 0.6042 6
  154.099 11.3664 114
  155.102 1.267 13
  183.102 8.5241 85
  184.106 0.999 10
  196.11 0.4836 5
  201.076 0.3379 3
//