1-O-benzyl-3,4-O-isopropylidene-D-erythritol ⁽¹²⁾ and 2-O-benzyl-3,4-O-isopropylidene-D-erythritol

Base Information

• Chemical Name: 1-O-benzyl-3,4-O-isopropylidene-D-erythritol ⁽¹²⁾ and 2-O-benzyl-3,4-O-isopropylidene-D-erythritol
• CAS No.: 111462-38-5
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• Mol file: 111462-38-5.mol

Synonyms:1-O-benzyl-3,4-O-isopropylidene-D-erythritol ⁽¹²⁾ and 2-O-benzyl-3,4-O-isopropylidene-D-erythritol

Chemical Property of 1-O-benzyl-3,4-O-isopropylidene-D-erythritol ⁽¹²⁾ and 2-O-benzyl-3,4-O-isopropylidene-D-erythritol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-benzyl-3,4-O-isopropylidene-D-erythritol ⁽¹²⁾ and 2-O-benzyl-3,4-O-isopropylidene-D-erythritol

There total 24 articles about 1-O-benzyl-3,4-O-isopropylidene-D-erythritol ⁽¹²⁾ and 2-O-benzyl-3,4-O-isopropylidene-D-erythritol 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: 100.0%

ethyl (R)-2-(benzyloxy)-2-[(4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]acetate (287119-15-7) → 1-O-benzyl-3,4-O-isopropylidene-D-erythritol (12) and 2-O-benzyl-3,4-O-isopropylidene-D-erythritol (111462-38-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1002/(SICI)1522-2675(20000510)83:5<943::AID-HLCA943>3.0.CO;2-H

Reference yield: 91.0%

(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol (114184-97-3) + benzyl bromide (100-39-0) → (1S)-2-(benzyloxy)-1-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol (1310460-70-8) + 1-O-benzyl-3,4-O-isopropylidene-D-erythritol (12) and 2-O-benzyl-3,4-O-isopropylidene-D-erythritol (111462-38-5)

Guidance literature:

(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol; With di(n-butyl)tin oxide; In toluene; Reflux;

benzyl bromide; With cesium fluoride; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1016/j.bmcl.2011.02.109

Reference yield: 80.0%

dl-2-O-benzylerythritol (84379-51-1,84379-52-2,124909-02-0,127000-44-6) + 2,2-dimethoxy-propane (77-76-9) → dl-2-O-benzyl-3,4-O-isopropylideneerythritol (84379-53-3,84379-54-4,104322-67-0,111462-38-5,116365-24-3,116405-02-8)

Guidance literature:

toluene-4-sulfonic acid; In benzene; for 3h; Heating;

DOI:10.1248/cpb.37.2379

upstream raw materials:

benzyl bromide

Oxalic acid (R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxycarbonyl-methyl ester methyl ester

(R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde

2-O-benzyl-erythrobutanetetrol

Downstream raw materials:

(R)-2-(benzyloxy)-2-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde

(E)-(S)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pent-3-en-2-one

[(E)-(S)-4-Benzyloxy-4-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methylene-but-2-enyloxy]-tert-butyl-dimethyl-silane

(3S,4S,5R)-4,5-Bis-benzyloxy-1-((2S,3R,5R,6S)-5-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl)-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-(4-methoxy-benzyloxy)-pentan-2-one