1L-(1,3/2,4)-5-C-Aminomethyltetrahydoxycyclohex-5-enydrochlorid

Base Information

• Chemical Name: 1L-(1,3/2,4)-5-C-Aminomethyltetrahydoxycyclohex-5-enydrochlorid
• CAS No.: 81712-91-6
• Molecular Formula: C₇H₁₃NO₄*ClH
• Molecular Weight: 211.645

Synonyms:

Chemical Property of 1L-(1,3/2,4)-5-C-Aminomethyltetrahydoxycyclohex-5-enydrochlorid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1L-(1,3/2,4)-5-C-Aminomethyltetrahydoxycyclohex-5-enydrochlorid

There total 12 articles about 1L-(1,3/2,4)-5-C-Aminomethyltetrahydoxycyclohex-5-enydrochlorid 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:

1L-2,3,4-Tri-O-benzyl-1-C-hydroxymethyl-5,6-O-isopropyliden-chiro-inositol (81712-81-4) → 1L-(1,3/2,4)-5-C-Aminomethyltetrahydoxycyclohex-5-enydrochlorid (81712-91-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 81 percent / pyridine / 20 h / 60 °C

2: 94 percent / hydrogen / 10 percent palladium-carbon / dioxane; acetic acid / 0.33 h / Ambient temperature

3: sodium methoxide / methanol / 0.25 h / 0 °C

4: pyridine

5: 61 percent / 3-methyl-2-selenoxobenzothiazole, trifluoroacetic acid / CH₂Cl₂ / 20 h / Ambient temperature

6: 97 percent / acetic acid / tetrahydrofuran; H₂O / 7 h / 70 °C

7: 74 percent / pyridine / CHCl₃ / 0.5 h / 0 °C

8: pyridine / 2 h / Ambient temperature

9: sodium azide / dimethylformamide / 1 h / 70 °C

10: sodium methoxide / methanol / 0.67 h / Ambient temperature

11: 20 percent NH₃, triphenylphosphane / methanol / 20 h / Ambient temperature

With pyridine; ammonium hydroxide; sodium azide; N-methyl-1,3-benzothiazole-2(3H)-selone; hydrogen; sodium methylate; acetic acid; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)88052-0

Reference yield:

1L-7-O-Benzoyl-2,3,4-tri-O-benzyl-1-C-hydroxymethyl-chiro-inositol (81712-79-0) → 1L-(1,3/2,4)-5-C-Aminomethyltetrahydoxycyclohex-5-enydrochlorid (81712-91-6)

Guidance literature:

Multi-step reaction with 13 steps

1: 1.) p-toluene-sulphonic acid; 2.) triethylamine / 1.) THF, 4 h, 70 deg C

2: sodium methoxide / methanol / 20 h / Ambient temperature

3: 81 percent / pyridine / 20 h / 60 °C

4: 94 percent / hydrogen / 10 percent palladium-carbon / dioxane; acetic acid / 0.33 h / Ambient temperature

5: sodium methoxide / methanol / 0.25 h / 0 °C

6: pyridine

7: 61 percent / 3-methyl-2-selenoxobenzothiazole, trifluoroacetic acid / CH₂Cl₂ / 20 h / Ambient temperature

8: 97 percent / acetic acid / tetrahydrofuran; H₂O / 7 h / 70 °C

9: 74 percent / pyridine / CHCl₃ / 0.5 h / 0 °C

10: pyridine / 2 h / Ambient temperature

11: sodium azide / dimethylformamide / 1 h / 70 °C

12: sodium methoxide / methanol / 0.67 h / Ambient temperature

13: 20 percent NH₃, triphenylphosphane / methanol / 20 h / Ambient temperature

With pyridine; ammonium hydroxide; sodium azide; N-methyl-1,3-benzothiazole-2(3H)-selone; hydrogen; sodium methylate; toluene-4-sulfonic acid; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)88052-0

Reference yield:

1L-2,3,4-Tri-O-benzyl-1-C-hydroxymethyl-chiro-inositol (75348-12-8) → 1L-(1,3/2,4)-5-C-Aminomethyltetrahydoxycyclohex-5-enydrochlorid (81712-91-6)

Guidance literature:

Multi-step reaction with 14 steps

1: 98 percent / triethylamine / CH₂Cl₂ / 20 h / -15 °C

2: 1.) p-toluene-sulphonic acid; 2.) triethylamine / 1.) THF, 4 h, 70 deg C

3: sodium methoxide / methanol / 20 h / Ambient temperature

4: 81 percent / pyridine / 20 h / 60 °C

5: 94 percent / hydrogen / 10 percent palladium-carbon / dioxane; acetic acid / 0.33 h / Ambient temperature

6: sodium methoxide / methanol / 0.25 h / 0 °C

7: pyridine

8: 61 percent / 3-methyl-2-selenoxobenzothiazole, trifluoroacetic acid / CH₂Cl₂ / 20 h / Ambient temperature

9: 97 percent / acetic acid / tetrahydrofuran; H₂O / 7 h / 70 °C

10: 74 percent / pyridine / CHCl₃ / 0.5 h / 0 °C

11: pyridine / 2 h / Ambient temperature

12: sodium azide / dimethylformamide / 1 h / 70 °C

13: sodium methoxide / methanol / 0.67 h / Ambient temperature

14: 20 percent NH₃, triphenylphosphane / methanol / 20 h / Ambient temperature

With pyridine; ammonium hydroxide; sodium azide; N-methyl-1,3-benzothiazole-2(3H)-selone; hydrogen; sodium methylate; toluene-4-sulfonic acid; acetic acid; triethylamine; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)88052-0

upstream raw materials:

C₁₀H₁₆O₆

2L-(2,3,5/4,6)-4,5,6-Tri-O-acetyl-1-C-methylenpentahydroxycyclohexane

2L-(2,3,5/4,6)-4,5,6-Tri-O-acetyl-2,3-O-isopropyliden-1-C-methylenpentahydroxycyclohexane

1L-1,7-Anhydro-2,3,4-tri-O-acetyl-1-C-hydroxymethyl-5,6-O-isopropyliden-chiro-inositol

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