(R)-5-benzyloxymethyl-2-tetrahydrofuran

Base Information

• Chemical Name: (R)-5-benzyloxymethyl-2-tetrahydrofuran
• CAS No.: 116450-92-1
• Molecular Formula: C₂₀H₂₉O₇P
• Molecular Weight: 412.42
• Mol file: 116450-92-1.mol

Synonyms:(R)-5-benzyloxymethyl-2-tetrahydrofuran

Chemical Property of (R)-5-benzyloxymethyl-2-tetrahydrofuran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-benzyloxymethyl-2-tetrahydrofuran

There total 3 articles about (R)-5-benzyloxymethyl-2-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 2-diazo-2-(diethoxyphosphoryl)acetate (17507-56-1) + (R)-5-(benzyloxymethyl)tetrahydro-2-furanthione (116450-94-3) → (R)-5-benzyloxymethyl-2-tetrahydrofuran (116450-92-1)

Guidance literature:

With dirhodium tetraacetate; In toluene; for 0.666667h; Heating;

DOI:10.1055/s-1987-28190

Reference yield:

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) → (R)-5-benzyloxymethyl-2-tetrahydrofuran (116450-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH, 2.) p-toluenesulfonyl azide / 1.) 0 deg C, 20 min, 2.) 0 deg C, 40 min

2: 96 percent / Rh₂(OAc)4 / toluene / 0.67 h / Heating

With dirhodium tetraacetate; 4-toluenesulfonyl azide; sodium hydride; In toluene;

DOI:10.1055/s-1987-28190

Reference yield:

(R)-(-)-γ-benzyloxymethyl-γ-butyrolactone (77697-15-5) → (R)-5-benzyloxymethyl-2-tetrahydrofuran (116450-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / 2,4-bis-(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane P,P-disulfide / toluene / 3 h / Heating

2: 96 percent / Rh₂(OAc)4 / toluene / 0.67 h / Heating

With Lawessons reagent; dirhodium tetraacetate; In toluene;

DOI:10.1055/s-1987-28190

upstream raw materials:

ethyl 2-diazo-2-(diethoxyphosphoryl)acetate

(R)-5-(benzyloxymethyl)tetrahydro-2-furanthione

diethoxyphosphoryl-acetic acid ethyl ester

(R)-(-)-γ-benzyloxymethyl-γ-butyrolactone