(1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethyl isocyanide

Base Information

• Chemical Name: (1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethyl isocyanide
• CAS No.: 1101195-47-4
• Molecular Formula: C₁₅H₁₇NO₃
• Molecular Weight: 259.305
• Mol file: 1101195-47-4.mol

Synonyms:(1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethyl isocyanide

Chemical Property of (1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethyl isocyanide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethyl isocyanide

There total 1 articles about (1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethyl isocyanide 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: 81.0%

(1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethylformamide (1101195-40-7) → (1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethyl isocyanide (1101195-47-4)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at -20 - -15 ℃;

DOI:10.1021/jo802420c

Reference yield: 76.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethyl isocyanide (1101195-47-4) + Boc-Leu-Ile-Leu-OH + 2-nitrobenzylamide hydrochloride → Boc-Leu-Ile-Leu-N(ONB)Gly-Phe-OBO

Guidance literature:

formaldehyd; 2-nitrobenzylamide hydrochloride; With N-ethyl-N,N-diisopropylamine; In methanol; at 20 ℃; for 2h;

(1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethyl isocyanide; Boc-Leu-Ile-Leu-OH; In methanol; at 20 ℃; for 24h;

DOI:10.1021/acs.orglett.7b01761

Reference yield: 51.0%

(1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethyl isocyanide (1101195-47-4) + isobutyraldehyde (78-84-2) + cytisine (485-35-8) → (1R,5S)-3-((R)-2-methyl-1-(1-((S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)-2-phenylethyl)-1H-tetrazol-5-yl)propyl)-3,4,5,6-tetrahydro-1H-1,5-methanopyrido[1,2-a][1,5]diazocin-8(2H)-one

Guidance literature:

With trimethylsilylazide; In methanol; at 20 ℃; for 24h; diastereoselective reaction;

DOI:10.1016/j.tet.2018.06.045

upstream raw materials:

(1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)-2-phenylethylformamide

Downstream raw materials:

C₁₄H₁₆O₃