1,1-dimethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-<2-isoxazolidinylcarbonyl>ethyl>carbamate

Base Information

• Chemical Name: 1,1-dimethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-<2-isoxazolidinylcarbonyl>ethyl>carbamate
• CAS No.: 137650-20-5
• Molecular Formula: C₂₃H₃₆N₂O₅
• Molecular Weight: 420.549
• Mol file: 137650-20-5.mol

Synonyms:1,1-dimethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-<2-isoxazolidinylcarbonyl>ethyl>carbamate

Chemical Property of 1,1-dimethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-<2-isoxazolidinylcarbonyl>ethyl>carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-<2-isoxazolidinylcarbonyl>ethyl>carbamate

There total 5 articles about 1,1-dimethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-<2-isoxazolidinylcarbonyl>ethyl>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:

1,1-dimethylethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-formylethyl>carbamate (137650-17-0) → 1,1-dimethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-<2-isoxazolidinylcarbonyl>ethyl>carbamate (137650-20-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / 0.5N aq. LiOH / tetrahydrofuran / 0.25 h

2: 4-methylmorpholine / tetrahydrofuran / 0.75 h / -23 °C

3: 4-methylmorpholine / tetrahydrofuran / 1 h

With 4-methyl-morpholine; lithium hydroxide; In tetrahydrofuran;

DOI:10.1021/jm00080a005

Reference yield:

N-<(1,1-dimethylethoxy)carbonyl>-O-(1,1-dimethylethyl)-2,6-dimethyl-L-tyrosine (137650-19-2) → 1,1-dimethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-<2-isoxazolidinylcarbonyl>ethyl>carbamate (137650-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.75 h / -23 °C

2: 4-methylmorpholine / tetrahydrofuran / 1 h

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1021/jm00080a005

Reference yield:

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-2,6-dimethylphenyl)propanoate (137650-15-8) → 1,1-dimethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-<2-isoxazolidinylcarbonyl>ethyl>carbamate (137650-20-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 62 percent / BF₃*Et₂O / CH₂Cl₂ / 16 h / 0 °C

2: Dibal-H / toluene / -78 °C

3: 99 percent / 0.5N aq. LiOH / tetrahydrofuran / 0.25 h

4: 4-methylmorpholine / tetrahydrofuran / 0.75 h / -23 °C

5: 4-methylmorpholine / tetrahydrofuran / 1 h

With 4-methyl-morpholine; lithium hydroxide; boron trifluoride diethyl etherate; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/jm00080a005

upstream raw materials:

isoxazolidine hydrochloride

1,1-dimethylethyl <2-<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>-1(S)-formylethyl>carbamate

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-2,6-dimethylphenyl)propanoate

N-<(1,1-dimethylethoxy)carbonyl>-O-(1,1-dimethylethyl)-2,6-dimethyl-L-tyrosine

Downstream raw materials:

1,1-dimethyl <2-1(S)-<<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>methyl>-4-methylene-2,5-dioxo-5-<(3-phenylpropyl)amino>pentyl>carbamate

1,1-dimethylethyl <1(S)-<<4-(1,1-dimethylethoxy)-2,6-dimethylphenyl>methyl>-4-methyl-2,5-dioxo-5-<(3-phenylpropyl)amino>pentyl>carbamate

5-<1-amino-2-(4-hydroxy-2,6-dimethylphenyl)ethyl>-1,5-dihydro-3-methyl-1-(3-phenylpropyl)-2H-pyrrol-2-one hydrochloride