methyl (S)-2-((S)-2-[(S)-10-[(S)-1-azido-2-(4-hydroxyphenyl)ethyl]-3,6-dioxo[1,4,7]oxadiazecan-7-yl]-3-phenylpropionylamino)-4-methylpentanoate

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Chemical Name:methyl (S)-2-((S)-2-[(S)-10-[(S)-1-azido-2-(4-hydroxyphenyl)ethyl]-3,6-dioxo[1,4,7]oxadiazecan-7-yl]-3-phenylpropionylamino)-4-methylpentanoate
CAS No.:246158-17-8
Molecular Formula:C₃₁H₄₀N₆O₇
Molecular Weight:608.695
Hs Code.:

Synonyms:methyl (S)-2-((S)-2-[(S)-10-[(S)-1-azido-2-(4-hydroxyphenyl)ethyl]-3,6-dioxo[1,4,7]oxadiazecan-7-yl]-3-phenylpropionylamino)-4-methylpentanoate

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Chemical Property of methyl (S)-2-((S)-2-[(S)-10-[(S)-1-azido-2-(4-hydroxyphenyl)ethyl]-3,6-dioxo[1,4,7]oxadiazecan-7-yl]-3-phenylpropionylamino)-4-methylpentanoate

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Technology Process of methyl (S)-2-((S)-2-[(S)-10-[(S)-1-azido-2-(4-hydroxyphenyl)ethyl]-3,6-dioxo[1,4,7]oxadiazecan-7-yl]-3-phenylpropionylamino)-4-methylpentanoate

There total 19 articles about methyl (S)-2-((S)-2-[(S)-10-[(S)-1-azido-2-(4-hydroxyphenyl)ethyl]-3,6-dioxo[1,4,7]oxadiazecan-7-yl]-3-phenylpropionylamino)-4-methylpentanoate 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: 40.0%

: 246158-15-6
(S)-2-((S)-2-{[(3S,4S)-4-Azido-5-(4-hydroxy-phenyl)-3-pentafluorophenyloxycarbonylmethoxy-pentyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-acetyl]-amino}-3-phenyl-propionylamino)-4-methyl-pentanoic acid methyl ester

: 246158-17-8
methyl (S)-2-((S)-2-[(S)-10-[(S)-1-azido-2-(4-hydroxyphenyl)ethyl]-3,6-dioxo[1,4,7]oxadiazecan-7-yl]-3-phenylpropionylamino)-4-methylpentanoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,4-dioxane; at 100 ℃; for 4.5h;
DOI:10.1016/S0040-4039(99)01216-2

Reference yield:

: 246158-06-5
(2S,3S)-2-amino-1-(4-tert-butoxyphenyl)hex-5-en-3-ol

: 246158-17-8
methyl (S)-2-((S)-2-[(S)-10-[(S)-1-azido-2-(4-hydroxyphenyl)ethyl]-3,6-dioxo[1,4,7]oxadiazecan-7-yl]-3-phenylpropionylamino)-4-methylpentanoate

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / 4-(dimethylamino)pyridine; CuSO₄; triflyl azide / CH₂Cl₂ / 2 h

2: NaOH; NBu₄HSO₄ / benzene; H₂O / 1 h

3: 0.88 g / N-methylmorpholine oxide; OsO₄ / H₂O; acetone; tetrahydrofuran / 10 h

4: 85 percent / Na₂CO₃; Pb(OAc)4 / benzene / 3 h / 20 °C

5: 82 percent / triethylamine; NaBH(OAc)3 / 1,2-dichloro-ethane / 45 h

6: 85 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tertramethyluronium*PF₆; diisopropylethylamine / dimethylformamide / 15 h / 20 °C

7: 99 percent / formic acid / 20 h / 20 °C

8: N,N'-dicyclohexylcarbodiimide / ethyl acetate / 2 h / 0 °C

9: 0.12 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / dioxane / 12 h / Heating

With lead(IV) acetate; dmap; sodium hydroxide; osmium(VIII) oxide; formic acid; triflic azide; tetra(n-butyl)ammonium hydrogensulfate; sodium tris(acetoxy)borohydride; sodium carbonate; copper(II) sulfate; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; HATU; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo0356863

Reference yield:

: 246158-10-1
{1-[1-azido-2-(4-tert-butoxy-phenyl)-ethyl]-but-3-enyloxy}-acetic acid tert-butyl ester

: 246158-17-8
methyl (S)-2-((S)-2-[(S)-10-[(S)-1-azido-2-(4-hydroxyphenyl)ethyl]-3,6-dioxo[1,4,7]oxadiazecan-7-yl]-3-phenylpropionylamino)-4-methylpentanoate

Guidance literature:: Multi-step reaction with 7 steps

1: 0.88 g / N-methylmorpholine oxide; OsO₄ / H₂O; acetone; tetrahydrofuran / 10 h

2: 85 percent / Na₂CO₃; Pb(OAc)4 / benzene / 3 h / 20 °C

3: 82 percent / triethylamine; NaBH(OAc)3 / 1,2-dichloro-ethane / 45 h

4: 85 percent / O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tertramethyluronium*PF₆; diisopropylethylamine / dimethylformamide / 15 h / 20 °C

5: 99 percent / formic acid / 20 h / 20 °C

6: N,N'-dicyclohexylcarbodiimide / ethyl acetate / 2 h / 0 °C

7: 0.12 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / dioxane / 12 h / Heating

With lead(IV) acetate; osmium(VIII) oxide; formic acid; sodium tris(acetoxy)borohydride; sodium carbonate; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; HATU; In tetrahydrofuran; 1,4-dioxane; water; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/jo0356863