methyl (2-(1-(hydroxymethyl)-1-methyl-3-butenyl)-4-methoxyphenyl)carbamate

Base Information

• Chemical Name: methyl (2-(1-(hydroxymethyl)-1-methyl-3-butenyl)-4-methoxyphenyl)carbamate
• CAS No.: 102616-00-2
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.336
• Mol file: 102616-00-2.mol

Synonyms:methyl (2-(1-(hydroxymethyl)-1-methyl-3-butenyl)-4-methoxyphenyl)carbamate

Chemical Property of methyl (2-(1-(hydroxymethyl)-1-methyl-3-butenyl)-4-methoxyphenyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2-(1-(hydroxymethyl)-1-methyl-3-butenyl)-4-methoxyphenyl)carbamate

There total 13 articles about methyl (2-(1-(hydroxymethyl)-1-methyl-3-butenyl)-4-methoxyphenyl)carbamate 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: 95.0%

2-(bromomethyl)-4-(2-((methoxycarbonyl)amino)-5-methoxyphenyl)-4-methyltetrahydrofuran (102615-99-6,102616-08-0) → methyl (2-(1-(hydroxymethyl)-1-methyl-3-butenyl)-4-methoxyphenyl)carbamate (102616-00-2)

Guidance literature:

With copper; ammonium chloride; zinc; In ethanol; water; for 8h; Heating;

DOI:10.1021/jo00365a029

Reference yield:

4-allyl-6-methoxy-4-methylisochroman-3-one (102615-90-7) → methyl (2-(1-(hydroxymethyl)-1-methyl-3-butenyl)-4-methoxyphenyl)carbamate (102616-00-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / LiAlH₄ / tetrahydrofuran

2: 100 percent / NBS / tetrahydrofuran; H₂O

3: 97 percent / Jones oxidation

4: 84 percent / NaClO₂, NH₂SO₃H / butan-1-ol; H₂O

5: 1.) (PhO)2PON₃, Et₃N / 1.) benzene

6: 95 percent / Zn/Cu, NH₄Cl / aq. ethanol

With sodium chlorite; N-Bromosuccinimide; lithium aluminium tetrahydride; diphenyl phosphoryl azide; aminosulfonic acid; copper; ammonium chloride; triethylamine; zinc; In tetrahydrofuran; ethanol; water; butan-1-ol;

DOI:10.1039/c39860000904

Reference yield:

2-(bromomethyl)-4-(2-formyl-5-methoxyphenyl)-4-methyltetrahydrofuran (102615-96-3,102616-06-8) → methyl (2-(1-(hydroxymethyl)-1-methyl-3-butenyl)-4-methoxyphenyl)carbamate (102616-00-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / NaClO₂, NH₂SO₃H / butan-1-ol; H₂O

2: 1.) (PhO)2PON₃, Et₃N / 1.) benzene

3: 95 percent / Zn/Cu, NH₄Cl / aq. ethanol

With sodium chlorite; diphenyl phosphoryl azide; aminosulfonic acid; copper; ammonium chloride; triethylamine; zinc; In ethanol; water; butan-1-ol;

DOI:10.1039/c39860000904

upstream raw materials:

2-(bromomethyl)-4-(2-((methoxycarbonyl)amino)-5-methoxyphenyl)-4-methyltetrahydrofuran

4-allyl-6-methoxy-4-methylisochroman-3-one

2-(bromomethyl)-4-(2-formyl-5-methoxyphenyl)-4-methyltetrahydrofuran

2-(bromomethyl)-4-(2-(hydroxymethyl)-5-methoxyphenyl)-4-methyltetrahydrofuran

Downstream raw materials:

(+/-)-geneserine

1,3-dimethyl-3-(2-((methoxycarbonyl)amino)-5-methoxyphenyl)-2-pyrrolidone

1,3-dimethyl-3-(2'-amino-5'-methoxyphenyl)pyrrolidin-2-one