(S)-(S)-1-[(2S,3S)-3-(hex-5-yn-1-yl)-4-oxooxetan-2-yl]tridecan-2-yl 2-formamido-3-phenylpropanoate

Base Information

• Chemical Name: (S)-(S)-1-[(2S,3S)-3-(hex-5-yn-1-yl)-4-oxooxetan-2-yl]tridecan-2-yl 2-formamido-3-phenylpropanoate
• CAS No.: 1339202-17-3
• Molecular Formula: C₃₂H₄₇NO₅
• Molecular Weight: 525.729
• Mol file: 1339202-17-3.mol

Synonyms:

Chemical Property of (S)-(S)-1-[(2S,3S)-3-(hex-5-yn-1-yl)-4-oxooxetan-2-yl]tridecan-2-yl 2-formamido-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(S)-1-[(2S,3S)-3-(hex-5-yn-1-yl)-4-oxooxetan-2-yl]tridecan-2-yl 2-formamido-3-phenylpropanoate

There total 6 articles about (S)-(S)-1-[(2S,3S)-3-(hex-5-yn-1-yl)-4-oxooxetan-2-yl]tridecan-2-yl 2-formamido-3-phenylpropanoate 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:

8-(trimethylsilyl)-oct-7-ynoic acid (1013026-76-0) → (S)-(S)-1-[(2S,3S)-3-(hex-5-yn-1-yl)-4-oxooxetan-2-yl]tridecan-2-yl 2-formamido-3-phenylpropanoate (1339202-17-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide

2.1: triethylamine

3.1: triethylamine; lithium hexamethyldisilazane

4.1: zinc(II) chloride / dichloromethane

5.1: 2,6-dimethylpyridine; silver nitrate / water; acetone

6.1: triphenylphosphine / 5,5-dimethyl-1,3-cyclohexadiene / 0.5 h

6.2: 0.17 h / 0 - 20 °C

With 2,6-dimethylpyridine; oxalyl dichloride; silver nitrate; triethylamine; triphenylphosphine; zinc(II) chloride; lithium hexamethyldisilazane; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1002/chem.201200482

Reference yield:

S-pyridin-2-yl 8-(trimethylsilyl)-oct-7-ynethioate (1204939-10-5) → (S)-(S)-1-[(2S,3S)-3-(hex-5-yn-1-yl)-4-oxooxetan-2-yl]tridecan-2-yl 2-formamido-3-phenylpropanoate (1339202-17-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine; lithium hexamethyldisilazane

2.1: zinc(II) chloride / dichloromethane

3.1: 2,6-dimethylpyridine; silver nitrate / water; acetone

4.1: triphenylphosphine / 5,5-dimethyl-1,3-cyclohexadiene / 0.5 h

4.2: 0.17 h / 0 - 20 °C

With 2,6-dimethylpyridine; silver nitrate; triethylamine; triphenylphosphine; zinc(II) chloride; lithium hexamethyldisilazane; In 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; water; acetone;

DOI:10.1002/chem.201200482

Reference yield:

(3S,4S)-4-((2R)-2-hydroxytridecyl)-3-(6-(trimethylsilyl)hex-5-yn-1-yl)oxetan-2-one (1204939-15-0) → (S)-(S)-1-[(2S,3S)-3-(hex-5-yn-1-yl)-4-oxooxetan-2-yl]tridecan-2-yl 2-formamido-3-phenylpropanoate (1339202-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,6-dimethylpyridine; silver nitrate / water; acetone

2.1: triphenylphosphine / 5,5-dimethyl-1,3-cyclohexadiene / 0.5 h

2.2: 0.17 h / 0 - 20 °C

With 2,6-dimethylpyridine; silver nitrate; triphenylphosphine; In 5,5-dimethyl-1,3-cyclohexadiene; water; acetone;

DOI:10.1002/chem.201200482

upstream raw materials:

8-(trimethylsilyl)-oct-7-ynoic acid

S-pyridin-2-yl 8-(trimethylsilyl)-oct-7-ynethioate

(3S,4S)-4-((2R)-2-hydroxytridecyl)-3-(6-(trimethylsilyl)hex-5-yn-1-yl)oxetan-2-one

6-bromohexanoic acid