(4S,5R)-4-(Benzyloxymethyl)-5-ethyl-2,2-dimethyl-1,3-dioxolane-4-carboxylic Acid

Base Information

• Chemical Name: (4S,5R)-4-(Benzyloxymethyl)-5-ethyl-2,2-dimethyl-1,3-dioxolane-4-carboxylic Acid
• CAS No.: 122237-33-6
• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.348
• Mol file: 122237-33-6.mol

Synonyms:(4S,5R)-4-(Benzyloxymethyl)-5-ethyl-2,2-dimethyl-1,3-dioxolane-4-carboxylic Acid

Chemical Property of (4S,5R)-4-(Benzyloxymethyl)-5-ethyl-2,2-dimethyl-1,3-dioxolane-4-carboxylic Acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-4-(Benzyloxymethyl)-5-ethyl-2,2-dimethyl-1,3-dioxolane-4-carboxylic Acid

There total 4 articles about (4S,5R)-4-(Benzyloxymethyl)-5-ethyl-2,2-dimethyl-1,3-dioxolane-4-carboxylic Acid 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: 96.0%

(4S,5R)-4-Benzyloxymethyl-5-ethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid; compound with cyclohexylamine (122237-36-9) → (4S,5R)-4-(Benzyloxymethyl)-5-ethyl-2,2-dimethyl-1,3-dioxolane-4-carboxylic Acid (122237-33-6)

Guidance literature:

With hydrogenchloride; at 0 ℃;

Reference yield: 95.0%

(R)-4-Benzyloxymethyl-5-ethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester (122237-31-4,122237-32-5) → (4SR,5R)-4-(Benzyloxymethyl)-5-ethyl-2,2-dimethyl-1,3-dioxolane-4-carboxylic Acid (122237-33-6,122237-34-7)

Guidance literature:

With potassium hydroxide; In methanol; water; at 80 ℃; for 4h;

Reference yield:

bis(benzyloxy)methane (2749-70-4) → (4SR,5R)-4-(Benzyloxymethyl)-5-ethyl-2,2-dimethyl-1,3-dioxolane-4-carboxylic Acid (122237-33-6,122237-34-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 0.5 h / 0 °C

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: 95 percent / 3N KOH / methanol; H₂O / 4 h / 80 °C

With potassium hydroxide; n-butyllithium; diisopropylamine; In methanol; water;

upstream raw materials:

(R)-4-Benzyloxymethyl-5-ethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester

bis(benzyloxy)methane

benzyl iodomethyl ether

(4S,5R)-4-Benzyloxymethyl-5-ethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid; compound with cyclohexylamine

Downstream raw materials:

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

(4S,5R)-4-Benzyloxymethyl-5-ethyl-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid; compound with cyclohexylamine

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

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