3-Cyclopentene-1-methanol, 2-hydroxy-, (1R,2R)-rel-

Base Information

• Chemical Name: 3-Cyclopentene-1-methanol, 2-hydroxy-, (1R,2R)-rel-
• CAS No.: 76909-91-6
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144

Synonyms:cis-5-hydroxymethyl-cyclopent-2-en-1-ol;cis-2-Hydroxy-3-cyclopenten-1-methanol;cis-5-hydroxymethylcyclopent-2-en-1-ol;cis-5-(hydroxymethyl)-cyclopent-2-en-1-ol;cis-1-Hydroxymethyl-2-hydroxy-3-cyclopentene;

Chemical Property of 3-Cyclopentene-1-methanol, 2-hydroxy-, (1R,2R)-rel-

Chemical Property:

• PSA: 40.46000
• LogP: -0.08430

Purity/Quality:

97% ^*data from raw suppliers

cis-5-(Hydroxymethyl)cyclopent-2-enol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Cyclopentene-1-methanol, 2-hydroxy-, (1R,2R)-rel-

There total 23 articles about 3-Cyclopentene-1-methanol, 2-hydroxy-, (1R,2R)-rel- 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: 70.0%

1-((1S,2R)-2-hydroxycyclopent-3-en-1-yl)ethane-1,2-diol → rel-(1R,5R)-5-(hydroxymethyl)cyclopent-2-en-1-ol (76909-91-6)

Guidance literature:

1-((1S,2R)-2-hydroxycyclopent-3-en-1-yl)ethane-1,2-diol; With sodium periodate; In diethyl ether; water; for 2h;

With sodium tetrahydroborate; for 2h; Further stages.;

DOI:10.1021/jm070791g

Reference yield: 32.0%

4-(hydroxymethyl)cyclopentene (25125-21-7) → trans-1-hydroxymethyl-2-hydroxy-3-cyclopentene (76909-92-7) + rel-(1R,5R)-5-(hydroxymethyl)cyclopent-2-en-1-ol (76909-91-6)

Guidance literature:

With selenium(IV) oxide; In tetrahydrofuran; 1,2-dimethoxyethane; at 64 ℃; for 18h; Yields of byproduct given;

DOI:10.1002/jhet.5570260235

Reference yield: 32.0%

(+/-)-5-hydroxymethylcyclopent-2-enone (110864-96-5) → trans-1-hydroxymethyl-2-hydroxy-3-cyclopentene (76909-92-7) + rel-(1R,5R)-5-(hydroxymethyl)cyclopent-2-en-1-ol (76909-91-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 4h;

upstream raw materials:

4-(hydroxymethyl)cyclopentene

(+/-)-5-hydroxymethylcyclopent-2-enone

methanol

formaldehyd

Downstream raw materials:

(1S,5S)-5-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopent-2-en-1-ol

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