dl-trans-2-benzyloxymethyltetrahydrofuran-3-yl N-heptadecylcarbamate

Base Information

• Chemical Name: dl-trans-2-benzyloxymethyltetrahydrofuran-3-yl N-heptadecylcarbamate
• CAS No.: 107757-77-7
• Molecular Formula: C₃₀H₅₁NO₄
• Molecular Weight: 489.739
• Mol file: 107757-77-7.mol

Synonyms:

Chemical Property of dl-trans-2-benzyloxymethyltetrahydrofuran-3-yl N-heptadecylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dl-trans-2-benzyloxymethyltetrahydrofuran-3-yl N-heptadecylcarbamate

There total 3 articles about dl-trans-2-benzyloxymethyltetrahydrofuran-3-yl N-heptadecylcarbamate 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:

4,5-dihydrofuryl alcohol (63493-95-8) → dl-trans-2-benzyloxymethyltetrahydrofuran-3-yl N-heptadecylcarbamate (107757-77-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 11 percent / 55percent NaH / dimethylformamide / 1 h / Ambient temperature

2: 1.) 1M BH₃, 2.) 30percent aq. H₂O₂, 10percent aq. NaOH / 1.) THF, room temp., 2.) THF, H₂O, room temp.

3: 1.) Et₃N, diphenylphosphoryl azide, 2.) Et₃N / 1.) benzene, reflux, 2.) benzene, reflux

With sodium hydroxide; diphenylphosphoranyl azide; borane; dihydrogen peroxide; sodium hydride; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1248/cpb.37.2379

Reference yield:

2-benzyloxymethyl-4,5-dihydrofuran (107757-75-5) → dl-trans-2-benzyloxymethyltetrahydrofuran-3-yl N-heptadecylcarbamate (107757-77-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 1M BH₃, 2.) 30percent aq. H₂O₂, 10percent aq. NaOH / 1.) THF, room temp., 2.) THF, H₂O, room temp.

2: 1.) Et₃N, diphenylphosphoryl azide, 2.) Et₃N / 1.) benzene, reflux, 2.) benzene, reflux

With sodium hydroxide; diphenylphosphoranyl azide; borane; dihydrogen peroxide; triethylamine;

DOI:10.1248/cpb.37.2379

Reference yield:

(2RS,3SR)-2-(benzyloxymethyl)tetrahydrofuran-3-ol (107757-76-6) + stearic acid (57-11-4) → dl-trans-2-benzyloxymethyltetrahydrofuran-3-yl N-heptadecylcarbamate (107757-77-7)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; Yield given. Multistep reaction; 1.) benzene, reflux, 2.) benzene, reflux;

DOI:10.1248/cpb.37.2379

upstream raw materials:

(2RS,3SR)-2-(benzyloxymethyl)tetrahydrofuran-3-ol

stearic acid

4,5-dihydrofuryl alcohol

2-benzyloxymethyl-4,5-dihydrofuran