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4484-88-2

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Basic Information
CAS No.: 4484-88-2
Name: [3,4,5-trihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-oxan-2-yl]methoxyphosphonic acid
Article Data: 12
Molecular Structure:
Molecular Structure of 4484-88-2 ([3,4,5-trihydroxy-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-oxan-2-yl]methoxyphosphonic acid)
Formula: C12H23O14P
Molecular Weight: 422.28
Density: 1.89g/cm3
Boiling Point: 789.7°C at 760 mmHg
Flash Point: 431.4°C
PSA: 245.87000
LogP: -5.28020
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Synthetic route
1253891-13-2

6-O-diphenoxyphosphoryl-α,α-D-trehalose

4484-88-2

trehalose 6-phosphate

Conditions
ConditionsYield
With platinum(IV) oxide; hydrogen; acetic acid In ethanol; water at 20℃; for 14h;99%
With platinum(IV) oxide; hydrogen; acetic acid In ethanol; water at 20℃; under 760.051 Torr; for 5h;94%
With hydrogen; platinum(IV) oxide; acetic acid In ethanol; water at 20℃; under 760.051 Torr; for 5h;94%
Multi-step reaction with 2 steps
1: sodium carbonate / dichloromethane / 80 h / Reflux
2: trimethylsilyl iodide / 1,4-dioxane / 0.25 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine; 1-methyl-3-methylimidazol-3-ium dimethyl phosphate / 18 h / 80 °C
2: trimethylsilyl iodide / 1,4-dioxane / 0.25 h / 20 °C
View Scheme
1274878-36-2

6-O-(dimethoxyphosphoryl)-D-trehalose

4484-88-2

trehalose 6-phosphate

Conditions
ConditionsYield
With trimethylsilyl iodide In 1,4-dioxane at 20℃; for 0.25h;87%
1274878-36-2

6-O-(dimethoxyphosphoryl)-D-trehalose

A

1274877-19-8

6-azido-trehalose

B

4484-88-2

trehalose 6-phosphate

Conditions
ConditionsYield
Stage #1: 6-O-(dimethoxyphosphoryl)-D-trehalose With trimethylsilyl bromide In 1,4-dioxane at 20℃; for 3h;
Stage #2: With water In 1,4-dioxane		A 52%
B 11%
2280-44-6

D-Glucose

4484-88-2

trehalose 6-phosphate

Conditions
ConditionsYield
With baker's yeast; sodium phosphate buffer; magnesium sulfate; 5'-Uridylic Acid at 37℃; for 6h;11%
With baker's yeast; sodium phosphate buffer; magnesium sulfate; 5'-Uridylic Acid at 37℃; for 6h; Product distribution; effects of aeration, pH, concentration;11%
57-48-7

D-Fructose

4484-88-2

trehalose 6-phosphate

Conditions
ConditionsYield
With disodium hydrogenphosphate; top fermenting brewer's yeast
50-99-7

D-glucose

4484-88-2

trehalose 6-phosphate

Conditions
ConditionsYield
With disodium hydrogenphosphate; top fermenting brewer's yeast
With sodium dihydrogenphosphate; bottom fermented brewer's yeast; water; sodium hydrogencarbonate Reagens 4: Toluol;

C33H77Cl2O12PSi7

4484-88-2

trehalose 6-phosphate

Conditions
ConditionsYield
With water for 0.5h; Ambient temperature; Yield given;
60065-05-6

2,3,4,2',3',4′,6'-heptakis-O-(trimethylsilyl)-α,α-trehalose

4484-88-2

trehalose 6-phosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: POCl3, N-ethylmorpholine / CH2Cl2 / Ambient temperature
2: H2O / 0.5 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1.1: pyridine; trichlorophosphate / 0.17 h / 20 °C
1.2: 1 h / 20 °C
1.3: Dowex
2.1: 0.75 h / 125W/365nm radiation; Aqueous phosphate buffer
View Scheme
Multi-step reaction with 2 steps
1.1: pyridine; trichlorophosphate / 0.17 h / 20 °C
1.2: 1 h / 20 °C
1.3: Dowex
2.1: 1 h / 125W/365nm radiation; Aqueous phosphate buffer
View Scheme
42390-78-3

2,3,4,6,2',3',4',6'-octa-O-trimethylsilyl-α,α-D-trehalose

4484-88-2

trehalose 6-phosphate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 36 percent / methanolic K2CO3 / 0.33 h / 0 - 4 °C
2: POCl3, N-ethylmorpholine / CH2Cl2 / Ambient temperature
3: H2O / 0.5 h / Ambient temperature
View Scheme
99-20-7

TREHALOSE

A

1274877-19-8

6-azido-trehalose

B

4484-88-2

trehalose 6-phosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / 18 h / 20 °C
2: trimethylsilyl bromide / 1,4-dioxane / 3 h / 20 °C
View Scheme
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