ACCESSION: MSBNK-MSSJ-MSJ02093
RECORD_TITLE: (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-2715B-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$NAME: (2R,3S,5R)-5-(But-3-en-1-yl)-3-acetoxy-2-(acetoxymethyl)tetrahydrofuran
CH$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$SPLASH: splash10-0006-9100000000-47302ef1a5a0674c42c6
PK$NUM_PEAK: 102
PK$PEAK: m/z int. rel.int.
  27.023 1.7878 18
  28.006 1.2254 12
  28.031 0.3955 4
  29.003 0.738 7
  29.039 1.9133 19
  31.018 0.5196 5
  31.99 0.7279 7
  39.023 3.3316 33
  40.031 0.4917 5
  41.039 9.4102 94
  42.011 1.1631 12
  42.045 0.878 9
  43.018 100 999
  43.055 1.3632 14
  43.341 0.2666 3
  43.565 0.1715 2
  43.805 0.138 1
  44.022 2.6351 26
  44.068 0.1275 1
  45.034 0.5772 6
  53.039 2.3456 23
  54.047 2.9614 30
  55.018 2.4952 25
  55.055 5.5836 56
  56.025 0.2632 3
  56.06 0.4065 4
  57.034 3.2237 32
  58.04 0.2652 3
  60.021 0.2581 3
  61.029 1.3929 14
  65.039 0.6353 6
  66.046 0.6829 7
  67.055 11.9105 119
  67.122 0.1438 1
  68.026 0.6581 7
  68.06 1.4347 14
  69.034 2.4086 24
  69.069 0.3783 4
  70.041 1.6492 16
  71.013 0.2528 3
  71.049 1.4021 14
  73.029 1.828 18
  74.036 0.3257 3
  77.039 1.1214 11
  78.045 0.2596 3
  79.055 7.4238 74
  80.062 7.535 75
  81.034 42.0098 420
  81.069 3.7992 38
  82.039 3.4916 35
  82.076 0.4961 5
  83.049 1.7738 18
  83.086 0.3584 4
  84.056 0.4043 4
  85.029 0.2404 2
  86.037 0.35 3
  87.045 0.3709 4
  91.054 1.0232 10
  92.062 0.3705 4
  93.07 3.3183 33
  94.042 13.5329 135
  95.048 2.5895 26
  95.086 7.8728 79
  95.164 0.1312 1
  96.055 0.3686 4
  96.089 0.6616 7
  97.029 0.3532 4
  97.065 0.4714 5
  98.037 0.189 2
  98.072 0.2434 2
  99.044 1.3632 14
  100.052 0.714 7
  101.023 0.4749 5
  103.04 1.2068 12
  105.07 3.0862 31
  106.074 0.3048 3
  107.049 1.6038 16
  108.056 0.5376 5
  109.064 0.2451 2
  111.081 0.252 3
  112.052 0.4099 4
  113.06 0.7175 7
  115.041 0.197 2
  117.068 0.2772 3
  118.077 0.3129 3
  121.066 0.2736 3
  123.081 4.48 45
  124.085 0.4635 5
  135.08 0.6217 6
  136.088 2.4567 25
  137.096 1.6258 16
  138.1 0.1872 2
  141.091 4.4947 45
  142.095 0.4172 4
  153.055 0.4415 4
  154.099 8.0503 80
  154.194 0.1131 1
  155.103 0.8753 9
  183.102 5.9409 59
  184.106 0.7072 7
  196.11 0.3631 4
  201.077 0.2328 2
//