(2S,3S,4R)-3-benzyloxy-4-((1R/S)-(1-ethoxy)-ethoxy)-2-(iodomethyl)tetrahydrofuran

Base Information

• Chemical Name: (2S,3S,4R)-3-benzyloxy-4-((1R/S)-(1-ethoxy)-ethoxy)-2-(iodomethyl)tetrahydrofuran
• CAS No.: 373646-85-6
• Molecular Formula: C₁₆H₂₃IO₄
• Molecular Weight: 406.261
• Mol file: 373646-85-6.mol

Synonyms:(2S,3S,4R)-3-benzyloxy-4-((1R/S)-(1-ethoxy)-ethoxy)-2-(iodomethyl)tetrahydrofuran

Chemical Property of (2S,3S,4R)-3-benzyloxy-4-((1R/S)-(1-ethoxy)-ethoxy)-2-(iodomethyl)tetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,4R)-3-benzyloxy-4-((1R/S)-(1-ethoxy)-ethoxy)-2-(iodomethyl)tetrahydrofuran

There total 1 articles about (2S,3S,4R)-3-benzyloxy-4-((1R/S)-(1-ethoxy)-ethoxy)-2-(iodomethyl)tetrahydrofuran 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%

ethyl vinyl ether (109-92-2,25104-37-4) + (2S,3R,4R)-3-benzyloxy-2-iodomethyltetrahydrofuran-4-ol (334784-71-3) → (2S,3S,4R)-3-benzyloxy-4-((1R/S)-(1-ethoxy)-ethoxy)-2-(iodomethyl)tetrahydrofuran (373646-85-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/S0957-4166(01)00283-X

Reference yield: 88.0%

(2S,3S,4R)-3-benzyloxy-4-((1R/S)-(1-ethoxy)-ethoxy)-2-(iodomethyl)tetrahydrofuran (373646-85-6) → (3R,4R,5R)-4-(benzyloxy)-5-(hydroxymethyl)tetrahydrofuranol (373646-89-0)

Guidance literature:

(2S,3S,4R)-3-benzyloxy-4-((1R/S)-(1-ethoxy)-ethoxy)-2-(iodomethyl)tetrahydrofuran; With 18-crown-6 ether; potassium oxide; In dimethyl sulfoxide; for 0.0166667h;

With hydrogenchloride; triphenylphosphine; In diethyl ether; water;

DOI:10.1016/S0957-4166(01)00283-X

Reference yield: 53.0%

(2S,3S,4R)-3-benzyloxy-4-((1R/S)-(1-ethoxy)-ethoxy)-2-(iodomethyl)tetrahydrofuran (373646-85-6) → [(2R,3S,4R)-3-Benzyloxy-4-(1-ethoxy-ethoxy)-tetrahydro-furan-2-yl]-methanol + (3R,4R,5R)-4-Benzyloxy-5-(1-ethoxy-ethoxymethyl)-tetrahydro-furan-3-ol

Guidance literature:

With 18-crown-6 ether; triphenylphosphine; potassium oxide; In water;

DOI:10.1016/S0957-4166(01)00283-X

upstream raw materials:

ethyl vinyl ether

(2S,3R,4R)-3-benzyloxy-2-iodomethyltetrahydrofuran-4-ol

Downstream raw materials:

(2R,3S)-3-O-benzyl-4-pentene-1,2,3-triol

(3R,4R,5R)-4-(benzyloxy)-5-(hydroxymethyl)tetrahydrofuranol

(3R,4R,5R)-5-[(benzyloxy)methyl]-4-(benzyloxy)tetrahydrofuran-3-ol

(3S,4R,5R)-5-[(benzoyloxy)methyl]-4-(benzyloxy)tetrahydrofuran-3-ol