(3aR,6R,6aR)-6-(benzyloxyMethyl)-2,2-diMethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one

Base Information

• Chemical Name: (3aR,6R,6aR)-6-(benzyloxyMethyl)-2,2-diMethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one
• CAS No.: 85846-80-6
• Molecular Formula: C15H18O5
• Molecular Weight: 278.305
• Mol file: 85846-80-6.mol

Synonyms:5-O-benzyl-1,2-O-isopropylidene-D-ribono-1,4-lactone;5-O-Benzyl-2.3-O-isopropyliden-D-ribono-1.4-lacton;1,4-Dioxaspiro[4.4]nonane,6-[(phenylmethoxy)methyl];(-)-5-O-Benzyl-2,3-O-isopropylidene-d-ribolactone;6-benzyloxymethyl-2,2-dimethyldihydrofuro[3,4-d][1,3]dioxol-4-one;5-O-Benzyl-2,3-O-isopropylidene-D-ribono-1,4-lactone;5-benzyloxy-2,3-O-isopropylidene-D-ribonolactone;6-Benzyloxymethyl-1,4-dioxaspiro[4.4]nonane;

Chemical Property of (3aR,6R,6aR)-6-(benzyloxyMethyl)-2,2-diMethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one

Chemical Property:

• Boiling Point: 125-135 °C(Press: 1e-05 Torr)
• PSA: 53.99000
• Density: 1.181±0.06 g/cm3(Predicted)
• LogP: 1.64870

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-O-Benzyl-2,3-O-isopropylidene-D-ribono-1,4-lactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3aR,6R,6aR)-6-(benzyloxyMethyl)-2,2-diMethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one

There total 16 articles about (3aR,6R,6aR)-6-(benzyloxyMethyl)-2,2-diMethyldihydrofuro[3,4-d][1,3]dioxol-4(3aH)-one 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: 95.0%

2,3-O-isopropylidene-D-ribonic-γ-lactone (30725-00-9) + benzyl bromide (100-39-0) → 5-O-benzyl-2,3-O-isopropylidene-D-ribono-1,4-lactone (85846-80-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/S0008-6215(01)00239-7

Reference yield: 84.0%

benzyl bromide (100-39-0) → 5-O-benzyl-2,3-O-isopropylidene-D-ribono-1,4-lactone (85846-80-6)

Guidance literature:

2,3-O-isopropylidene-D-ribonic-γ-lactone; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

benzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h;

Reference yield: 74.0%

(3aR,6R,6aR)-2,2-Dimethyl-6-(2-phenyl-benzo[1,3]dithiol-2-yloxymethyl)-dihydro-furo[3,4-d][1,3]dioxol-4-one → 5-O-benzyl-2,3-O-isopropylidene-D-ribono-1,4-lactone (85846-80-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; Heating;

DOI:10.1016/S0040-4039(00)89023-1

upstream raw materials:

2,3-O-isopropylidene-D-ribonic-γ-lactone

benzyl bromide

O-benzyl 2,2,2-trichloroacetimidate

D-Ribono-1,4-lactone

Downstream raw materials:

Dimethyl (6-O-benzyl-3,4-O-isopropylidene-α-D-ribo-2-hexulofuranosyl)phosphonate

2,3-O-isopropylidene-D-ribonic-γ-lactone

5-O-benzyl-2,3-O-isopropylidene-D-ribofuranose

2-Benzyloxy-1-((4R,5S)-5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol