(R)-4,4-diethoxy-2-(hydroxymethyl)butyl acetate

Base Information

• Chemical Name: (R)-4,4-diethoxy-2-(hydroxymethyl)butyl acetate
• CAS No.: 144461-19-8
• Molecular Formula: C11H22 O5
• Molecular Weight: 234.293
• DSSTox Substance ID: DTXSID70567675
• Nikkaji Number: J393.774G
• Wikidata: Q82453651
• Mol file: 144461-19-8.mol

Synonyms:144461-19-8;(R)-4,4-diethoxy-2-(hydroxymethyl)butyl acetate;1,3-Propanediol, 2-(2,2-diethoxyethyl)-,monoacetate,(R)-;[(2R)-4,4-diethoxy-2-(hydroxymethyl)butyl] acetate;1,3-Propanediol,2-(2,2-diethoxyethyl)-,monoacetate,(R)-;1,3-Propanediol, 2-(2,2-diethoxyethyl)-, monoacetate, (2R)- (9CI);(2R)-4,4-Diethoxy-2-(hydroxymethyl)butyl acetate;SCHEMBL712328;DTXSID70567675;UFSFOZXONNJSBH-SNVBAGLBSA-N;CS-B0146;AKOS037650206;CS-14455;(2R)-2-acetoxymethyl-4,4-diethoxy-butanol;(2R)-2-(2,2-DIETHOXYETHYL)-3-HYDROXYPROPYL ACETATE;1,3-Propanediol,2-(2,2-diethoxyethyl)-,monoacetate,(2R)-(9ci)

Chemical Property of (R)-4,4-diethoxy-2-(hydroxymethyl)butyl acetate

Chemical Property:

• PSA: 64.99000
• LogP: 0.94720
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 234.14672380
• Heavy Atom Count: 16
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

(2R)-2-(2,2-diethoxyethyl)-1,3-Propanediolmonoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(CC(CO)COC(=O)C)OCC
• Isomeric SMILES: CCOC(C[C@H](CO)COC(=O)C)OCC

Technology Process of (R)-4,4-diethoxy-2-(hydroxymethyl)butyl acetate

There total 1 articles about (R)-4,4-diethoxy-2-(hydroxymethyl)butyl acetate 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%

vinyl acetate (108-05-4,9003-20-7) + 3-hydroxymethyl-4-hydroxybutanal diethyl acetal (55387-85-4) → (R)-2-(2,2-diethoxyethyl)-1,3-propanediol monoacetate (144461-19-8,134665-24-0)

Guidance literature:

at 20 ℃; lipase P;

DOI:10.1248/cpb.39.823

Reference yield: 99.0%

(R)-2-(2,2-diethoxyethyl)-1,3-propanediol monoacetate (144461-19-8,134665-24-0) + tert-butylchlorodiphenylsilane (58479-61-1) → (S)-2-(tert-butyldiphenylsilyloxymethyl)-4,4-diethoxybutyl acetate (908338-28-3)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1016/j.bmc.2006.05.033

Reference yield:

(R)-2-(2,2-diethoxyethyl)-1,3-propanediol monoacetate (144461-19-8,134665-24-0) → (S)-3-methyl-4-butanolide (64190-48-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / Et₃N / CH₂Cl₂

2: LiAlH₄

3: pyridine

4: 1N HCl / tetrahydrofuran

5: 2N NaOH

6: 94 percent / Ag₂CO₃/ celite / benzene

With pyridine; hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; Celite; triethylamine; silver carbonate; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1248/cpb.39.823

upstream raw materials:

vinyl acetate

3-hydroxymethyl-4-hydroxybutanal diethyl acetal

Downstream raw materials:

(S)-2-(tert-butyldiphenylsilyloxymethyl)-4,4-diethoxybutyl acetate

(S)-2-(tert-butyldiphenylsilyloxymethyl)-4,4-diethoxybutan-1-ol

(S)-2-(tert-butyldiphenylsilyloxymethyl)-4,4-diethoxybutyl methanesulfonate

2-[(R)-7-(tert-butyldiphenylsilyloxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indol-10-yl]acetamide