DL-validamine hydrochloride

Base Information

• Chemical Name: DL-validamine hydrochloride
• CAS No.: 73651-22-6
• Molecular Formula: C₇H₁₅NO₄*ClH
• Molecular Weight: 213.661
• Mol file: 73651-22-6.mol

Synonyms:

Chemical Property of DL-validamine hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of DL-validamine hydrochloride

There total 1 articles about DL-validamine hydrochloride 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: 100.0%

(+/-)-<(1,3/2,4,5)-5-acetamido-2,3,4-triacetoxycyclohexyl>-methyl acetate (64589-26-0,68108-50-9,73651-28-2,74561-05-0,87038-27-5,108866-25-7,132342-13-3) → DL-validamine hydrochloride (32780-31-7,73651-22-6,86195-51-9,87038-29-7)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1246/bcsj.56.494

Reference yield: 52.3%

benzyl chloroformate (501-53-1,94274-21-2) + DL-validamine hydrochloride (32780-31-7,73651-22-6,86195-51-9,87038-29-7) → DL-(1,3,4/2,6)-4-benzyloxycarbonylamino-6-hydroxymethyl-1,2,3-cyclohexanetriol (73619-26-8,85281-05-6)

Guidance literature:

With sodium hydroxide; In acetone; toluene; for 17h; Ambient temperature;

DOI:10.1246/bcsj.56.494

Reference yield:

DL-validamine hydrochloride (32780-31-7,73651-22-6,86195-51-9,87038-29-7) → 1L-1,7-O-benzylidene-3,4-N,O-carbonyl-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1,3,4/2,6)-4-amino-6-hydroxymethyl-1,2,3-cyclohexanetriol (73619-36-0,73651-25-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 52.3 percent / aq. sodium hydroxide / acetone; toluene / 17 h / Ambient temperature

2: 75 percent / aq. sodium hydroxide / acetone / 4 h / Ambient temperature

3: 79 percent / p-toluenesulfonic acid / dimethylformamide / 2 h / 80 °C

4: 47 percent / mercury(II) cyanide, calcium sulfate / benzene; dioxane / 140 h / 65 °C

5: 44 percent / 80percent aq. acetic acid / 18 h / Ambient temperature

6: 74 percent / p-toluenesulfonic acid / dimethylformamide / 1.5 h / 60 °C

With calcium sulfate; sodium hydroxide; mercury(II) cyanide; toluene-4-sulfonic acid; acetic acid; In 1,4-dioxane; N,N-dimethyl-formamide; acetone; toluene; benzene;

DOI:10.1246/bcsj.56.494

upstream raw materials:

(+/-)-<(1,3/2,4,5)-5-acetamido-2,3,4-triacetoxycyclohexyl>-methyl acetate

Downstream raw materials:

DL-(1,3,4/2,6)-4-benzyloxycarbonylamino-6-hydroxymethyl-1,2,3-cyclohexanetriol

1L-1,7-O-benzylidene-3,4-N,O-carbonyl-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1,3,4/2,6)-4-amino-6-hydroxymethyl-1,2,3-cyclohexanetriol

1D-1,7-O-benzylidene-3,4-N,O-carbonyl-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1,3,4/2,6)-4-amino-6-hydroxymethyl-1,2,3-cyclohexanetriol

2-O-β-D-glucopyranosyl-1L-(1,3,4/2,6)-4-amino-6-hydroxymethyl-1,2,3-cyclohexanetriol