(2R,3R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid; compound with cyclohexylamine

Base Information

• Chemical Name: (2R,3R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid; compound with cyclohexylamine
• CAS No.: 122237-39-2
• Molecular Formula: C₆H₁₃N*C₁₃H₁₈O₅
• Molecular Weight: 353.459
• Mol file: 122237-39-2.mol

Synonyms:(2R,3R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid; compound with cyclohexylamine

Chemical Property of (2R,3R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid; compound with cyclohexylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid; compound with cyclohexylamine

There total 13 articles about (2R,3R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid; compound with cyclohexylamine 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: 39.0%

(R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid (122237-37-0,122237-38-1) + cyclohexylamine (108-91-8,157973-60-9) → (2R,3R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid; compound with cyclohexylamine (122237-39-2)

Guidance literature:

In diethyl ether;

Reference yield:

Methyl (2R,3R)-3-Vinyl-1,4-dioxaspiro<4.4>nonane-2-carboxylate (122237-30-3) → (2R,3R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid; compound with cyclohexylamine (122237-39-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 87 percent / H₂ / 5percent Pt on carbon / methyl acetate / 10 h

2: 1.) n-BuLi, N,N-diisopropylamine / 1.) THF, hexane, 0 deg C, then -78 deg C, 30 min, 2.) -78 deg C, 30 min

3: 2M KOH / methanol; H₂O / 4 h / Heating

4: trifluoroacetic acid

5: 39 percent / diethyl ether

With potassium hydroxide; n-butyllithium; hydrogen; diisopropylamine; trifluoroacetic acid; platinum on activated charcoal; In methanol; diethyl ether; acetic acid methyl ester; water;

Reference yield:

(1'R,5'R,8'R)-8'-(Hydroxymethyl)spiro-trioxabicyclo<3.3.0>octane>-6'-one (122237-27-8) → (2R,3R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid; compound with cyclohexylamine (122237-39-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 58 percent / pyridine / 1) 4 h, -20 deg C, 2) 12 h, -15 deg C

2: 84 percent / 80percent sodium hydride in paraffin oil / tetrahydrofuran / 1) 1 h, 0 deg C, 2) 4 h, 20 deg C

3: 94 percent / sodium iodide, sodium acetate, aq. acetic acid, zinc dust / 2 h / 0 °C

4: 87 percent / H₂ / 5percent Pt on carbon / methyl acetate / 10 h

5: 1.) n-BuLi, N,N-diisopropylamine / 1.) THF, hexane, 0 deg C, then -78 deg C, 30 min, 2.) -78 deg C, 30 min

6: 2M KOH / methanol; H₂O / 4 h / Heating

7: trifluoroacetic acid

8: 39 percent / diethyl ether

With potassium hydroxide; n-butyllithium; hydrogen; sodium acetate; sodium hydride; acetic acid; diisopropylamine; trifluoroacetic acid; sodium iodide; zinc; platinum on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; acetic acid methyl ester; water;

upstream raw materials:

(R)-2-Benzyloxymethyl-2,3-dihydroxy-pentanoic acid

cyclohexylamine

bis(benzyloxy)methane

benzyl iodomethyl ether

Downstream raw materials:

(2R,3R)-2-(Benzyloxymethyl)-2,3-dihydroxypentanoic Acid