(2R,3S,4S)-2-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol

Base Information

• Chemical Name: (2R,3S,4S)-2-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol
• CAS No.: 1389347-52-7
• Molecular Formula: C₃₀H₅₂O₄
• Molecular Weight: 476.74
• Mol file: 1389347-52-7.mol

Synonyms:(2R,3S,4S)-2-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol

Chemical Property of (2R,3S,4S)-2-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S)-2-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol

There total 4 articles about (2R,3S,4S)-2-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol 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:

1,4-anhydro-5-O-benzyl-D-ribitol (871578-57-3) + 1-octadecyl methanesulfonate (31081-59-1) → (2R,3S,4S)-2-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol (1389347-52-7) + (3S,4S,5R)-5-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol (1389347-53-8)

Guidance literature:

1,4-anhydro-5-O-benzyl-D-ribitol; With sodium hydride; In toluene; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

1-octadecyl methanesulfonate; In toluene; mineral oil; at 0 - 55 ℃; for 27h;

With water; In toluene; mineral oil; at 0 ℃;

Reference yield:

1,4-anhydro-D-ribitol (491-19-0,3169-91-3,3169-92-4,3999-31-3,39798-06-6,39999-42-3,41935-96-0,41936-38-3,51607-76-2,51607-78-4,53448-53-6,58716-62-4,106248-68-4,106707-70-4,120442-63-9) → (2R,3S,4S)-2-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol (1389347-52-7) + (3S,4S,5R)-5-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol (1389347-53-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / acetone / 1 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C

3.1: acetic acid / water / 2 h / Reflux

4.1: sodium hydride / toluene; mineral oil / 0.5 h / 0 °C / Inert atmosphere

4.2: 27 h / 0 - 55 °C

4.3: 0 °C

With sodium hydride; toluene-4-sulfonic acid; acetic acid; In water; N,N-dimethyl-formamide; acetone; toluene; mineral oil;

Reference yield:

((3aR,4R,6aS)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol (349554-59-2) → (2R,3S,4S)-2-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol (1389347-52-7) + (3S,4S,5R)-5-((benzyloxy)methyl)-4-(octadecyloxy)tetrahydrofuran-3-ol (1389347-53-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 - 20 °C

2.1: acetic acid / water / 2 h / Reflux

3.1: sodium hydride / toluene; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3.2: 27 h / 0 - 55 °C

3.3: 0 °C

With sodium hydride; acetic acid; In water; N,N-dimethyl-formamide; toluene; mineral oil;

upstream raw materials:

1,4-anhydro-5-O-benzyl-D-ribitol

1-octadecyl methanesulfonate

1,4-anhydro-D-ribitol

((3aR,4R,6aS)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol