(S)-2-(1-METHOXY-1-METHYLETHOXY)-BUTANEDIOL

Base Information

• Chemical Name: (S)-2-(1-METHOXY-1-METHYLETHOXY)-BUTANEDIOL
• CAS No.: 66348-33-2
• Molecular Formula: C₈H₁₈O₄
• Molecular Weight: 178.229
• Hs Code.: 2909499000
• Mol file: 66348-33-2.mol

Synonyms:

Chemical Property of (S)-2-(1-METHOXY-1-METHYLETHOXY)-BUTANEDIOL

Chemical Property:

• PSA: 58.92000
• LogP: 0.12880

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-(1-METHOXY-1-METHYLETHOXY)-BUTANEDIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-(1-METHOXY-1-METHYLETHOXY)-BUTANEDIOL

There total 2 articles about (S)-2-(1-METHOXY-1-METHYLETHOXY)-BUTANEDIOL 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: 77.0%

(S)-diethyl malate 2-(1-methyl-1-methoxyethyl ether) (66348-32-1) → (S)-1,2,4-butanetriol 2-(1-methyl-1-methoxyethyl ether) (66348-33-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 5h; Ambient temperature;

DOI:10.1021/jo00376a011

Reference yield:

(S)-2-(1-Methoxy-1-methyl-ethoxy)-succinic acid dimethyl ester (76282-43-4) → (S)-1,2,4-butanetriol 2-(1-methyl-1-methoxyethyl ether) (66348-33-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 50 ℃; 8-12h;

DOI:10.1021/jo00319a034

Reference yield:

(S)-1,2,4-butanetriol 2-(1-methyl-1-methoxyethyl ether) (66348-33-2) → 2-[(R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-phenoxycarbonyloxy-propyl]-oxazole-4-carboxylic acid methyl ester (105183-53-7)

Guidance literature:

Multi-step reaction with 4 steps

1: BF₃*Et₂O / diethyl ether / 3 h / Ambient temperature

2: 48.3 percent / CrO₃ / pyridine; CH₂Cl₂ / 1.) 0 deg C, 20 min, 2.) 23 deg C, 20 min

4: pyridine / diethyl ether / 52 h

With pyridine; chromium(VI) oxide; boron trifluoride diethyl etherate; In pyridine; diethyl ether; dichloromethane;

DOI:10.1021/jo00376a011

upstream raw materials:

(S)-diethyl malate 2-(1-methyl-1-methoxyethyl ether)

(S)-2-(1-Methoxy-1-methyl-ethoxy)-succinic acid dimethyl ester

Downstream raw materials:

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

(S)-butane-1,2,4-triol 2,4-acetonide

3,5-Dinitro-benzoic acid (S)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester

3,5-dinitrobenzoate of (3S)-3,4-(isopropylidenedioxy)butan-1-ol

Refernces

• 1、 Boger, Dale L.,Panek, James S.. "Preparation of (R)-(+)-and (S)-(-)-4-Iodo-1,2-epoxybutane , Useful Chiral Synthons". . p. 1208 - 1210. Retrieved 2007/10/02.