Phosphoric acid mono-[(1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl] ester; compound with ammonia

Base Information

• Chemical Name: Phosphoric acid mono-[(1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl] ester; compound with ammonia
• CAS No.: 140461-44-5
• Molecular Formula: C₁₂H₂₄NO₁₃P*H₃N
• Molecular Weight: 438.326
• Mol file: 140461-44-5.mol

Synonyms:

Chemical Property of Phosphoric acid mono-[(1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl] ester; compound with ammonia

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Phosphoric acid mono-[(1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl] ester; compound with ammonia

There total 9 articles about Phosphoric acid mono-[(1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl] ester; compound with ammonia which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C24H42O6Si (129210-16-8,134308-82-0) → Phosphoric acid mono-[(1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl] ester; compound with ammonia (140461-44-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / Ag₂CO₃, AgClO₄, CaSO₄, 2,4,6-collidine / CH₂Cl₂

2: 33 percent / n-Bu₄NF / tetrahydrofuran

3: 71 percent / pyridine, DMAP / benzene

4: 76 percent / 1M LiOH / dioxane / 1) 18h, 25 deg C 2) 1h, 95 deg C

5: 1) H₂, AcOH 2) 80percent AcOH / 1) PtO₂ / 1) H₂O, EtOH 2) 1h, 95 deg C

With pyridine; 2,4,6-trimethyl-pyridine; dmap; calcium sulfate; lithium hydroxide; tetrabutyl ammonium fluoride; hydrogen; silver perchlorate; acetic acid; silver carbonate; platinum(IV) oxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)94674-4

Reference yield:

(-)-6-O-benzyl-2,3:4,5-di-O-cyclohexylidene-myo-inositol (124601-98-5) → Phosphoric acid mono-[(1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl] ester; compound with ammonia (140461-44-5)

Guidance literature:

Multi-step reaction with 7 steps

1: imidazole / dimethylformamide / 48 °C

2: H₂, NaHCO₃ / 10percent Pd/C / ethanol / 2482.3 Torr

3: 100 percent / Ag₂CO₃, AgClO₄, CaSO₄, 2,4,6-collidine / CH₂Cl₂

4: 33 percent / n-Bu₄NF / tetrahydrofuran

5: 71 percent / pyridine, DMAP / benzene

6: 76 percent / 1M LiOH / dioxane / 1) 18h, 25 deg C 2) 1h, 95 deg C

7: 1) H₂, AcOH 2) 80percent AcOH / 1) PtO₂ / 1) H₂O, EtOH 2) 1h, 95 deg C

With pyridine; 1H-imidazole; 2,4,6-trimethyl-pyridine; dmap; calcium sulfate; lithium hydroxide; tetrabutyl ammonium fluoride; hydrogen; silver perchlorate; sodium hydrogencarbonate; acetic acid; silver carbonate; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4039(00)94674-4

Reference yield:

C31H48O6Si → Phosphoric acid mono-[(1R,2R,3S,4R,5R,6R)-2-((2R,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrahydroxy-cyclohexyl] ester; compound with ammonia (140461-44-5)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂, NaHCO₃ / 10percent Pd/C / ethanol / 2482.3 Torr

2: 100 percent / Ag₂CO₃, AgClO₄, CaSO₄, 2,4,6-collidine / CH₂Cl₂

3: 33 percent / n-Bu₄NF / tetrahydrofuran

4: 71 percent / pyridine, DMAP / benzene

5: 76 percent / 1M LiOH / dioxane / 1) 18h, 25 deg C 2) 1h, 95 deg C

6: 1) H₂, AcOH 2) 80percent AcOH / 1) PtO₂ / 1) H₂O, EtOH 2) 1h, 95 deg C

With pyridine; 2,4,6-trimethyl-pyridine; dmap; calcium sulfate; lithium hydroxide; tetrabutyl ammonium fluoride; hydrogen; silver perchlorate; sodium hydrogencarbonate; acetic acid; silver carbonate; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; benzene;

DOI:10.1016/S0040-4039(00)94674-4

upstream raw materials:

C₃₀H₄₄NO₁₃P

C₂₄H₄₂O₆Si

(-)-6-O-benzyl-2,3:4,5-di-O-cyclohexylidene-myo-inositol

C₄₈H₅₆N₃O₂₀P