2-(2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYL)-2-THIOPSEUDOUREA HYDROBROMIDE

  • Name: 2-(2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOPYRANOSYL)-2-THIOPSEUDOUREA HYDROBROMIDE
  • CAS: 40591-65-9
  • Purity: 99%
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  • Molecular Formula: C15H22 N2 O9 S . Br H
  • Molecular Weight: 487.326
  • Appearance/Colour: White Crystalline Solid 
  • Melting Point: 205-216°C 
  • Boiling Point: 490.9 °C at 760 mmHg 
  • Flash Point: 250.7 °C 
  • PSA: 189.60000 
  • Density: 1.49g/cm3 
  • LogP: 1.45430 

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40591-65-9 Process route

D-Galactose
10257-28-0

D-Galactose

acetic anhydride
108-24-7

acetic anhydride

thiourea
17356-08-0

thiourea

2,3,4,6-tetra-O-acetylgalactopyranosyl-1-β-pseudothiourea hydrobromide
40591-65-9,51224-13-6,51898-28-3,57030-42-9,106818-92-2

2,3,4,6-tetra-O-acetylgalactopyranosyl-1-β-pseudothiourea hydrobromide

Conditions
Conditions Yield
D-Galactose; acetic anhydride; With perchloric acid; at 20 - 25 ℃; for 1.5h;
With hydrogen bromide; at 15 ℃; for 1h;
thiourea; In acetonitrile; at 60 - 70 ℃; for 0.5h;
76%
thiourea
17356-08-0

thiourea

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside
3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

2,3,4,6-tetra-O-acetylgalactopyranosyl-1-β-pseudothiourea hydrobromide
40591-65-9,51224-13-6,51898-28-3,57030-42-9,106818-92-2

2,3,4,6-tetra-O-acetylgalactopyranosyl-1-β-pseudothiourea hydrobromide

Conditions
Conditions Yield
In acetone; for 0.05h; microwave irradiation;
88%
In acetone; for 0.25h; Heating;
83%
In acetone; Heating;
79%
In acetone; for 3h;
74%
In acetone; Heating;
70%
In acetone; at 60 ℃; for 1h; Product distribution / selectivity;
70%
In N,N-dimethyl-formamide; at 60 ℃; for 4h;
69%
In acetone; for 0.583333h; Reflux;
69%
In acetone; at 60 ℃; for 3h; Inert atmosphere;
61%
In acetone; at 60 ℃; for 2h; Inert atmosphere;
50%
In acetone;
In acetonitrile; for 0.166667h; Heating;
With potassium carbonate; for 2h; Neat (no solvent); Ball milling;
In acetone; for 2h; Heating / reflux;
In acetone; for 1h; Reflux;
In acetone; Inert atmosphere; Reflux;
2.73 g

40591-65-9 Upstream products

  • 17356-08-0
    17356-08-0

    thiourea

  • 572-09-8
    572-09-8

    2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

  • 604-68-2
    604-68-2

    α-D-glucopyranose peracetylate

  • 6919-96-6
    6919-96-6

    2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

40591-65-9 Downstream products

  • 13350-45-3
    13350-45-3

    methyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside

  • 85618-26-4
    85618-26-4

    β-thiooctylperacetyl D-glucoside

  • 19879-84-6
    19879-84-6

    tetraacetyl thioglucose

  • 68667-01-6
    68667-01-6

    (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((4-nitrophenyl)thio)tetrahydro-2H-pyran-3,4,5-triyl triacetate