ACCESSION: MSBNK-MSSJ-MSJ02082
RECORD_TITLE: rac-(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-2697A-2-1-1_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$NAME: rac-(2R,5R)-2-((S)-2-acetoxybut-3-en-1-yl)-5-(acetoxymethyl)tetrahydrofuran
CH$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 9.02 min.

PK$SPLASH: splash10-0006-9100000000-b8030520f545bdd84113
PK$NUM_PEAK: 107
PK$PEAK: m/z int. rel.int.
  27.023 2.3705 24
  28.006 6.7082 67
  28.031 0.9496 9
  29.002 1.0907 11
  29.039 2.2207 22
  31.018 0.6983 7
  31.99 0.6497 6
  39.023 3.064 31
  40.03 0.4538 5
  41.039 6.2124 62
  42.01 1.6005 16
  42.046 0.9752 10
  43.018 100 999
  43.055 1.442 14
  43.341 0.2692 3
  43.564 0.1844 2
  43.803 0.1257 1
  43.831 0.1408 1
  44.022 2.4216 24
  44.064 0.1346 1
  45.033 0.4094 4
  51.023 0.305 3
  52.031 0.3392 3
  53.039 2.6225 26
  54.047 5.9281 59
  55.018 5.7183 57
  55.054 9.0796 91
  56.025 1.1902 12
  56.06 0.8516 9
  57.034 3.9561 40
  57.07 0.2626 3
  58.041 0.7575 8
  61.029 2.4077 24
  65.039 0.8023 8
  66.046 1.3394 13
  67.054 6.7168 67
  68.026 0.8449 8
  68.06 0.7291 7
  69.034 9.5686 96
  69.069 0.4147 4
  70.04 1.602 16
  71.049 1.4992 15
  72.057 1.1095 11
  73.029 0.7913 8
  74.036 0.6222 6
  77.039 1.9358 19
  78.046 1.1166 11
  79.054 43.2621 432
  80.06 6.3657 64
  80.104 0.1371 1
  80.135 0.1416 1
  81.034 4.8827 49
  81.07 3.9818 40
  82.041 4.2953 43
  83.049 16.4993 165
  84.054 1.3154 13
  85.028 0.3637 4
  85.064 0.384 4
  86.036 0.7156 7
  87.044 3.1232 31
  91.054 1.2186 12
  92.061 0.7074 7
  93.07 4.7462 47
  94.041 0.6469 6
  94.077 1.5311 15
  95.049 2.4059 24
  95.086 18.5908 186
  96.057 4.1323 41
  97.064 1.3367 13
  98.072 0.6005 6
  99.044 3.3537 34
  100.051 0.7956 8
  101.06 1.9961 20
  103.042 0.3941 4
  105.07 4.2845 43
  106.073 0.3741 4
  107.049 0.5832 6
  107.085 0.2509 3
  108.056 0.581 6
  109.065 0.3276 3
  110.073 0.3814 4
  111.079 0.2089 2
  113.059 0.2086 2
  114.067 0.515 5
  117.069 0.4256 4
  118.078 0.6314 6
  121.065 0.8762 9
  122.072 0.2129 2
  123.08 7.4017 74
  124.084 0.5808 6
  129.055 0.2842 3
  135.081 0.4156 4
  136.088 3.1222 31
  137.093 0.6433 6
  140.084 0.4173 4
  141.09 0.2584 3
  143.07 13.2358 132
  144.074 0.9901 10
  153.091 0.4872 5
  154.098 0.4544 5
  156.079 0.4889 5
  183.102 10.8485 108
  184.106 1.0741 11
  185.091 0.1789 2
  196.11 3.3494 33
  197.115 0.6362 6
  213.114 0.1993 2
//