(3R,4R)-4,5-ISOPROPYLIDENE PENT-2-YN-3-OL

Base Information

• Chemical Name: (3R,4R)-4,5-ISOPROPYLIDENE PENT-2-YN-3-OL
• CAS No.: 4957-71-5
• Molecular Formula: C8H12O3
• Molecular Weight: 156.18
• Hs Code.: 2932999099
• Mol file: 4957-71-5.mol

Synonyms:(3R,4R)-4,5-ISOPROPYLIDENE PENT-2-YN-3-OL

Chemical Property of (3R,4R)-4,5-ISOPROPYLIDENE PENT-2-YN-3-OL

Chemical Property:

• Vapor Pressure: 0.027mmHg at 25°C
• Boiling Point: 218.181°C at 760 mmHg
• Flash Point: 85.753°C
• PSA: 38.69000
• Density: 1.095g/cm³
• LogP: 0.13200

Purity/Quality:

(3R,4R)-4,5-ISOPROPYLIDENE PENT-2-YN-3-OL 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3R,4R)-4,5-ISOPROPYLIDENE PENT-2-YN-3-OL

There total 12 articles about (3R,4R)-4,5-ISOPROPYLIDENE PENT-2-YN-3-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: 98.0%

(2R,3R)-3-O-acetyl-1,2-O-isopropylidene-5-(trimethylsilyl)-4-pentyne-1,2,3-triol (143706-60-9) → (+)-(2R,3R)-1,2-O-isopropylidene-4-pentyne-1,2,3-triol (4957-71-5)

Guidance literature:

With potassium carbonate; In methanol; water;

DOI:10.1021/ol052943c

Reference yield: 98.0%

(4S,5R,4'R)-5-Chloromethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl] (127305-50-4) → (+)-(2R,3R)-1,2-O-isopropylidene-4-pentyne-1,2,3-triol (4957-71-5)

Guidance literature:

With lithium amide; In ammonia; at -33 ℃;

DOI:10.1016/S0040-4039(01)80592-X

Reference yield: 87.0%

(R)-4-((2R,3S)-3-Chloromethyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolane (125411-09-8) → (+)-(2R,3R)-1,2-O-isopropylidene-4-pentyne-1,2,3-triol (4957-71-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -35 ℃;

DOI:10.1039/c39890001344

upstream raw materials:

(4S,5R,4'R)-5-Chloromethyl-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]

(2R,3R)-3-O-acetyl-1,2-O-isopropylidene-5-(trimethylsilyl)-4-pentyne-1,2,3-triol

(R)-4-((2R,3S)-3-Chloromethyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolane

2,3-isopropylidene-glyceraldehyde

Downstream raw materials:

(R)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol

(-)-methyl (3S,4R,5R,6S)-5-benzyloxy-7-tert-butyldiphenylsilyloxy-2,2-dimethyl-3-hydroxy-4,6-methylenedioxy-heptanoate

(-)-methyl (3S,4S,5R,6R)-7-tert-butyldiphenylsilyloxy-2,2-dimethyl-3,5-dihydroxy-4,6-methylenedioxyheptanoate

(2R,3R)-3-O-benzyl-1,2-O-isopropylidene-4-pentene-1,2,3-triol

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