1-[(R)-1-(2-Benzyloxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene

Base Information

• Chemical Name: 1-[(R)-1-(2-Benzyloxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene
• CAS No.: 215160-80-8
• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.436
• Mol file: 215160-80-8.mol

Synonyms:1-[(R)-1-(2-Benzyloxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene

Chemical Property of 1-[(R)-1-(2-Benzyloxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(R)-1-(2-Benzyloxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene

There total 6 articles about 1-[(R)-1-(2-Benzyloxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene 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: 85.0%

(R)-1-benzyloxy-hex-5-en-3-ol (111322-01-1,119239-98-4,91285-62-0) + p-methoxybenzyl chloride (824-94-2) → 1-[(R)-1-(2-Benzyloxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene (215160-80-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(98)01629-3

Reference yield: 71.0%

(R)-1-benzyloxy-hex-5-en-3-ol (111322-01-1,119239-98-4,91285-62-0) + O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → 1-[(R)-1-(2-Benzyloxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene (215160-80-8)

Guidance literature:

(R)-1-benzyloxy-hex-5-en-3-ol; O-(4-methoxybenzyl)-trichloroacetimidate; In hexane; dichloromethane; for 0.5h;

With boron trifluoride diethyl etherate; In hexane; dichloromethane; at 0 ℃; for 1h;

DOI:10.1002/ejoc.200500605

Reference yield:

3-benzyloxypropan-1-ol (4799-68-2) → 1-[(R)-1-(2-Benzyloxy-ethyl)-but-3-enyloxymethyl]-4-methoxy-benzene (215160-80-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 92 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

2.1: (+)-Ipc₂BCl / tetrahydrofuran / -78 - 20 °C

2.2: tetrahydrofuran / -78 - 20 °C

2.3: 86 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 0.17 h / 0 °C

3.1: hexane; CH₂Cl₂ / 0.5 h

3.2: 71 percent / BF₃*OEt₂ / hexane; CH₂Cl₂ / 1 h / 0 °C

With (+)-β-chlorodiisopinocampheylborane; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/ejoc.200500605

upstream raw materials:

(R)-1-benzyloxy-hex-5-en-3-ol

p-methoxybenzyl chloride

O-(4-methoxybenzyl)-trichloroacetimidate

3-benzyloxypropan-1-ol

Downstream raw materials:

(2R,4S,6R,8S,10S)-8-(2-Benzyloxy-ethyl)-4-methyl-2-vinyl-1,7-dioxa-spiro[5.5]undecane-4,10-diol

2-[(S)-6-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-4-(4-methoxy-benzyloxy)-hexyl]-pyran-4-one

2-[(S)-6-Benzyloxy-2-hydroxy-4-(4-methoxy-benzyloxy)-hexyl]-pyran-4-one

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