4-Penten-2-ol, 1-(phenylmethoxy)-

Base Information

• Chemical Name: 4-Penten-2-ol, 1-(phenylmethoxy)-
• CAS No.: 58931-16-1
• Molecular Formula: C12H16O2
• Molecular Weight: 192.258
• Mol file: 58931-16-1.mol

Synonyms:(R)-1-(benzyloxy)-pent-4-en-2-ol;(2R)-1-(benzyloxy)pent-4-en-2-ol;(+)-(2R)-1-benzyloxy-pent-4-en-2-ol;(2R)-1-(benzyloxy)-4-penten-2-ol;(2R)-1-benzyloxy-pent-4-ene-2-ol;(R)-1-Benzyloxy-2-hydroxy-4-pentene;

Chemical Property of 4-Penten-2-ol, 1-(phenylmethoxy)-

Chemical Property:

• PSA: 29.46000
• LogP: 2.14020

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Penten-2-ol, 1-(phenylmethoxy)-

There total 63 articles about 4-Penten-2-ol, 1-(phenylmethoxy)- 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: 100.0%

vinyl magnesium bromide (1826-67-1) + (R)-benzyl glycidol (14618-80-5) → (R)-1-benzyloxypent-4-en-2-ol (58931-16-1,88981-35-5,110339-28-1)

Guidance literature:

(R)-benzyl glycidol; With copper(l) iodide; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

vinyl magnesium bromide; In tetrahydrofuran; at 20 - 70 ℃; for 2h;

Reference yield: 100.0%

Benzyloxymethyl-oxiran (2930-05-4) + trimethylsulfoxonium iodide (1774-47-6) → 1-(benzyloxy)-4-penten-2-ol (58931-16-1)

Guidance literature:

With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); potassium tert-butylate; In tert-butyl alcohol; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03514

Reference yield: 99.0%

benzyloxyacetoaldehyde (60656-87-3) + 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (72824-04-5) → (R)-1-benzyloxypent-4-en-2-ol (58931-16-1,88981-35-5,110339-28-1)

Guidance literature:

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; With (1R,2R)-1,2-bis(2-cyclooctylphenyl)ethane-1,2-diol; tin(IV) chloride; sodium carbonate; In dichloromethane; toluene; at -78 ℃; for 0.5h; Molecular sieve;

benzyloxyacetoaldehyde; In dichloromethane; toluene; at -78 ℃; for 5h; optical yield given as %ee;

DOI:10.1021/ja8016076

upstream raw materials:

Benzyloxymethyl-oxiran

vinylmagnesium chloride

vinyl(2-thienyl)Cu(CN)Li₂

benzyloxyacetoaldehyde

Downstream raw materials:

(2S)-1-(benzyloxy)pent-4-en-2-ol

(R)-1-(benzyloxy)-4-penten-2-yl acetate

(R)-1-benzyloxypent-4-en-2-ol

Acetic acid (S)-1-benzyloxymethyl-but-3-enyl ester