6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoic acid

Base Information

• Chemical Name: 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoic acid
• CAS No.: 1286721-64-9
• Molecular Formula: C₂₇H₃₉N₃O₆S₂
• Molecular Weight: 565.755
• Mol file: 1286721-64-9.mol

Synonyms:6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoic acid

Chemical Property of 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoic acid

There total 10 articles about 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoic acid 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: 90.0%

methyl 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate (1286721-62-7) → 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoic acid (1286721-64-9)

Guidance literature:

methyl 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate; With sodium hydroxide; In ethanol; water; at 75 ℃; for 1h;

With hydrogenchloride; In ethanol; water; pH=3 - 4;

DOI:10.1016/j.ejmech.2011.08.045

Reference yield:

(S)-methyl 6-(1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate (1286721-79-6) → 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoic acid (1286721-64-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / tetrahydrofuran / 0.25 h / 20 °C

1.2: 8 h / 20 °C

2.1: sodium hydroxide / ethanol; water / 1 h / 75 °C

2.2: pH 3 - 4

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; water;

DOI:10.1016/j.ejmech.2011.08.045

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoic acid (1286721-64-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / tetrahydrofuran; water / 6 h / 20 °C / pH 9 - 11

1.2: pH 4 - 5

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / tetrahydrofuran / 0.25 h / 20 °C

2.2: 8 h / 20 °C

3.1: sodium hydroxide / ethanol; water / 1 h / 75 °C

3.2: pH 3 - 4

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; sodium hydroxide; In tetrahydrofuran; ethanol; water;

DOI:10.1016/j.ejmech.2011.08.045

upstream raw materials:

(S)-methyl 6-(1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate

methyl 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate

(S)-tert-butyl 8-(6-methoxy-6-oxohexylcarbamoyl)-1,4-dithia-7-azaspiro[4.4]nonane-7-carboxylate

L-phenylalanine

Downstream raw materials:

(S)-7-((S)-2-amino-3-phenylpropanoyl)-N-(6-(hydroxyamino)-6-oxohexyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamide hydrochloride

tert-butyl (S)-1-((S)-8-(6-(hydroxyamino)-6-oxohexylcarbamoyl)-1,4-dithia-7-azaspiro[4.4]nonan-7-yl)-1-oxo-3-phenylpropan-2-ylcarbamate