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

Base Information

• Chemical Name: methyl 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate
• CAS No.: 1286721-62-7
• Molecular Formula: C₂₈H₄₁N₃O₆S₂
• Molecular Weight: 579.782
• Mol file: 1286721-62-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about methyl 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate 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: 58.0%

(S)-methyl 6-(1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate (1286721-79-6) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → methyl 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate (1286721-62-7)

Guidance literature:

N-tert-butoxycarbonyl-L-phenylalanine; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In tetrahydrofuran; at 20 ℃; for 0.25h;

(S)-methyl 6-(1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1016/j.ejmech.2011.08.045

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → methyl 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate (1286721-62-7)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1016/j.ejmech.2011.08.045

Reference yield:

(S)-tert-butyl 8-(6-methoxy-6-oxohexylcarbamoyl)-1,4-dithia-7-azaspiro[4.4]nonane-7-carboxylate (1286721-19-4) → methyl 6-((S)-7-((S)-2-(tert-butoxycarbonylamino)-3-phenylpropanoyl)-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxamido)hexanoate (1286721-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / dichloromethane

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

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

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

N-tert-butoxycarbonyl-L-phenylalanine

(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

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

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