(1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol

Base Information

• Chemical Name: (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol
• CAS No.: 117399-58-3
• Molecular Formula: C₁₄H₂₀O₄
• Molecular Weight: 252.31
• Hs Code.: 2932990090
• Mol file: 117399-58-3.mol

Synonyms:(1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol

Chemical Property of (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol

Chemical Property:

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol

There total 4 articles about (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-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: 62.0%

(2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol (91274-05-4) + benzyl bromide (100-39-0) → (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol (117399-58-3)

Guidance literature:

With sodium hydride;

DOI:10.1016/S0960-894X(98)00168-1

Reference yield:

ethyl (2R)-2-[(1S)-3,3-dimethyl(2,4-dioxolanyl)]-2-hydroxyacetate (114185-07-8) → (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol (117399-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran

2: 62 percent / NaH

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran;

DOI:10.1016/S0960-894X(98)00168-1

Reference yield:

5,6-O-isopropylidene-L-ascorbic acid (15042-01-0) → (1S)-2-(benzyloxy)-1-[(4S)-2,2-dimethyl-1,3-dioxolane-4-yl]-ethan-1-ol (117399-58-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) CuSO₄, 2.) K₂CO₃, H₂O₂, 3.) KI

2: LiAlH₄ / tetrahydrofuran

3: 62 percent / NaH

With lithium aluminium tetrahydride; dihydrogen peroxide; sodium hydride; potassium carbonate; copper(II) sulfate; potassium iodide; In tetrahydrofuran;

DOI:10.1016/S0960-894X(98)00168-1

upstream raw materials:

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

benzyl bromide

ethyl (2R)-2-[(1S)-3,3-dimethyl(2,4-dioxolanyl)]-2-hydroxyacetate

5,6-O-isopropylidene-L-ascorbic acid

Downstream raw materials:

Toluene-4-sulfonic acid (S)-2-benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester

[(S)-2-Benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

4-Nitro-benzoic acid (R)-2-benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester

2-Benzyloxy-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone