(1S)-2-(benzyloxy)-1-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol

Base Information

• Chemical Name: (1S)-2-(benzyloxy)-1-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol
• CAS No.: 1310460-70-8
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• Mol file: 1310460-70-8.mol

Synonyms:(1S)-2-(benzyloxy)-1-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol

Chemical Property of (1S)-2-(benzyloxy)-1-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-2-(benzyloxy)-1-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-ol

There total 4 articles about (1S)-2-(benzyloxy)-1-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethan-1-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: 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: 7.0%

(2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol (91274-05-4) + 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:

(2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol; With di(n-butyl)tin oxide; In toluene; for 1h; Dean-Stark; Reflux;

benzyl bromide; With cesium fluoride; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

DOI:10.1016/j.bmc.2016.06.013

Reference yield:

(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) + 2-(benzyloxy)-1-(-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol

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; Dean-Stark;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In toluene; at 40 ℃; Reflux; Dean-Stark;

DOI:10.1021/jo502712g

upstream raw materials:

(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

benzyl bromide

ethyl (R)-2-[(4'R)-2',2'-dimethyl-1,3-dioxolan-4'-yl]-2-hydroxyacetate

(2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol

Downstream raw materials:

3,4-anhydro-1-O-benzyl-2-O-methyl-D-erythritol

3,4-anhydro-1-O-benzyl-2-O-ethyl-D-erythritol

3,4-anhydro-1-O-benzyl-2-O-(tridec-1-yl)-d-erythritol

2,3,5-tri-O-benzyl-1,4-[(R)-[1-O-benzyl-4-deoxy-2-O-methyl-D-erythritol-4-yl]episulfoniumylidene]-1,4-dideoxy-D-arabitol chloride