2-[(R)-1-(4-Methoxy-benzyloxymethyl)-but-3-enyloxy]-tetrahydro-pyran

Base Information

• Chemical Name: 2-[(R)-1-(4-Methoxy-benzyloxymethyl)-but-3-enyloxy]-tetrahydro-pyran
• CAS No.: 194342-85-3
• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.402
• Mol file: 194342-85-3.mol

Synonyms:2-[(R)-1-(4-Methoxy-benzyloxymethyl)-but-3-enyloxy]-tetrahydro-pyran

Chemical Property of 2-[(R)-1-(4-Methoxy-benzyloxymethyl)-but-3-enyloxy]-tetrahydro-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(R)-1-(4-Methoxy-benzyloxymethyl)-but-3-enyloxy]-tetrahydro-pyran

There total 2 articles about 2-[(R)-1-(4-Methoxy-benzyloxymethyl)-but-3-enyloxy]-tetrahydro-pyran 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%

3,4-dihydro-2H-pyran (110-87-2) + (R)-1-[(4-methoxybenzyl)oxy]pent-4-en-2-ol (194342-84-2) → 2-[(R)-1-(4-Methoxy-benzyloxymethyl)-but-3-enyloxy]-tetrahydro-pyran (194342-85-3)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1016/S0040-4039(97)01140-4

Reference yield:

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane (80910-01-6,108836-41-5,144069-33-0,134733-19-0) → 2-[(R)-1-(4-Methoxy-benzyloxymethyl)-but-3-enyloxy]-tetrahydro-pyran (194342-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / CuI / tetrahydrofuran / 2 h / -78 - 0 °C

2: 98 percent / PPTS / CH₂Cl₂ / 5 h / Ambient temperature

With pyridinium p-toluenesulfonate; copper(l) iodide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(97)01140-4

Reference yield: 87.0%

2-[(R)-1-(4-Methoxy-benzyloxymethyl)-but-3-enyloxy]-tetrahydro-pyran (194342-85-3) → (3R)-4-(4-methoxybenzyloxy)-3-(tetrahydro-2H-pyran-2-yl)oxybutanal (194342-76-2)

Guidance literature:

2-[(R)-1-(4-Methoxy-benzyloxymethyl)-but-3-enyloxy]-tetrahydro-pyran; With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; at 20 ℃; for 1.75h;

With sodium periodate; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1135/cccc2008181

upstream raw materials:

3,4-dihydro-2H-pyran

(R)-1-[(4-methoxybenzyl)oxy]pent-4-en-2-ol

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane

Downstream raw materials:

(3R)-4-(4-methoxybenzyloxy)-3-(tetrahydro-2H-pyran-2-yl)oxybutanal

Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester

(2R,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-10-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undecan-4-one

(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-10-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxymethyl)-4-methyl-1,7-dioxa-spiro[5.5]undecan-4-ol