ETHYL (R)-(-)-3-(2,2-DIMETHYL-1,3-DIOXOLAN-4-YL)-TRANS-2-PROPENOATE

Base Information

• Chemical Name: ETHYL (R)-(-)-3-(2,2-DIMETHYL-1,3-DIOXOLAN-4-YL)-TRANS-2-PROPENOATE
• CAS No.: 104321-62-2
• Molecular Formula: C₁₀H₁₆O₄
• Molecular Weight: 200.235
• Hs Code.: 2932999099
• Mol file: 104321-62-2.mol

Synonyms:2-Propenoicacid, 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-, ethyl ester, [R-(E)]-;

Chemical Property of ETHYL (R)-(-)-3-(2,2-DIMETHYL-1,3-DIOXOLAN-4-YL)-TRANS-2-PROPENOATE

Chemical Property:

• Vapor Pressure: 0.0368mmHg at 25°C
• Refractive Index: n20/D 1.453
• Boiling Point: 241 °C at 760 mmHg
• Flash Point: 97.2 °C
• PSA: 44.76000
• Density: 1.102 g/cm³
• LogP: 1.25720
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Ethyl (R)-(?)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-trans-2-propenoate 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL (R)-(-)-3-(2,2-DIMETHYL-1,3-DIOXOLAN-4-YL)-TRANS-2-PROPENOATE

There total 32 articles about ETHYL (R)-(-)-3-(2,2-DIMETHYL-1,3-DIOXOLAN-4-YL)-TRANS-2-PROPENOATE 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: 78.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde (22323-80-4) → ethyl (R,Z)-3-(2′,2′-dimethyl-1′,3′-dioxolan-4′-yl)acrylate (36326-38-2,64520-58-7,91057-97-5,91926-90-8,104321-62-2,124818-64-0,128525-67-7,128525-69-9,104321-63-3,917877-01-1) + ethyl (E)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate (36326-38-2,64520-58-7,91057-97-5,91926-90-8,104321-63-3,124818-64-0,128525-67-7,128525-69-9,104321-62-2,917877-01-1)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 17h; pH=11.6;

DOI:10.1021/ol052554i

Reference yield: 78.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde (22323-80-4) → ethyl (R,Z)-3-(2′,2′-dimethyl-1′,3′-dioxolan-4′-yl)acrylate (36326-38-2,64520-58-7,91057-97-5,91926-90-8,104321-62-2,124818-64-0,128525-67-7,128525-69-9,104321-63-3,917877-01-1) + ethyl (E)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate (36326-38-2,64520-58-7,91057-97-5,91926-90-8,104321-63-3,124818-64-0,128525-67-7,128525-69-9,104321-62-2,917877-01-1)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 17h; pH=11.6;

DOI:10.1021/ol052554i

Reference yield: 74.0%

ethyl (triphenylphosphoranylidene)acetate (1099-45-2) + (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde (22323-80-4) → ethyl (R,Z)-3-(2′,2′-dimethyl-1′,3′-dioxolan-4′-yl)acrylate (36326-38-2,64520-58-7,91057-97-5,91926-90-8,104321-62-2,124818-64-0,128525-67-7,128525-69-9,104321-63-3,917877-01-1) + ethyl (E)-3-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]acrylate (36326-38-2,64520-58-7,91057-97-5,91926-90-8,104321-63-3,124818-64-0,128525-67-7,128525-69-9,104321-62-2,917877-01-1)

Guidance literature:

In benzene; Reflux;

DOI:10.1021/jo202054g

upstream raw materials:

ethyl (triphenylphosphoranylidene)acetate

(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

1,2:5,6-di-O-isopropylidene-D-mannitol

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

(R)-3-{3-[Benzyl-(3-cyano-propyl)-amino]-propylamino}-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid ethyl ester

(2S,3R)-tert-butyl 2-(benzyloxy)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-enoate

(2R,3R)-1-tert-butoxy-3-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-oxopent-4-en-2-yl-4-nitrobenzoate

(2R,3R)-tert-butyl 2-(benzyloxy)-3-((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)pent-4-enoate

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