{7-[2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-(dimethoxy-phosphoryl)-ethyl]-naphthalen-1-yl}-acetic acid pentafluorophenyl ester

Base Information

Chemical Name:{7-[2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-(dimethoxy-phosphoryl)-ethyl]-naphthalen-1-yl}-acetic acid pentafluorophenyl ester
CAS No.:208169-47-5
Molecular Formula:C₃₂H₃₆F₅N₂O₈P
Molecular Weight:702.612
Hs Code.:

{7-[2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-(dimethoxy-phosphoryl)-ethyl]-naphthalen-1-yl}-acetic acid pentafluorophenyl ester

Synonyms:{7-[2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-(dimethoxy-phosphoryl)-ethyl]-naphthalen-1-yl}-acetic acid pentafluorophenyl ester

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Chemical Property of {7-[2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-(dimethoxy-phosphoryl)-ethyl]-naphthalen-1-yl}-acetic acid pentafluorophenyl ester

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Technology Process of {7-[2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-(dimethoxy-phosphoryl)-ethyl]-naphthalen-1-yl}-acetic acid pentafluorophenyl ester

There total 12 articles about {7-[2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-(dimethoxy-phosphoryl)-ethyl]-naphthalen-1-yl}-acetic acid pentafluorophenyl ester 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:

: 32281-97-3
7-bromo-3,4-dihydro-2H-naphthalen-1-one

: 208169-47-5
{7-[2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-(dimethoxy-phosphoryl)-ethyl]-naphthalen-1-yl}-acetic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, from -78 to -25 deg C, 2.5 h

2: p-TsOH*H₂O / benzene / 1.5 h / Heating

3: 1.) Br₂, 2.) DBU / 1.) CCl₄, 25 deg C, 2 h, 2.) benzene, 25 deg C, 12 h

4: 82 percent / Pd(PPh₃)4 / benzene / 15 h / Heating

5: 67 percent / OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 17 h

6: aq. NaIO₄ / diethyl ether / 1.25 h / 25 °C

7: glacial AcOH / 1.5 h / 25 - 90 °C

8: K₂CO₃ / 2.75 h / 25 °C

9: 154 mg / H₂ / 5percent Pd/C / methanol / 3.5 h / 25 °C

10: 70 percent / HOBt, EDC / CH₂Cl₂ / 0 - 25 °C

11: 89 percent / aq. LiOH / methanol / 2.25 h / 25 °C

12: 152 mg / EDC*HCl / CH₂Cl₂ / 10 h / 25 °C

With lithium hydroxide; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; bromine; potassium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; water; acetone; benzene;
DOI:10.1021/ja973715j

Reference yield:

: 208169-31-7
(7-Bromo-3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester

: 208169-47-5
{7-[2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-(dimethoxy-phosphoryl)-ethyl]-naphthalen-1-yl}-acetic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) Br₂, 2.) DBU / 1.) CCl₄, 25 deg C, 2 h, 2.) benzene, 25 deg C, 12 h

2: 82 percent / Pd(PPh₃)4 / benzene / 15 h / Heating

3: 67 percent / OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 17 h

4: aq. NaIO₄ / diethyl ether / 1.25 h / 25 °C

5: glacial AcOH / 1.5 h / 25 - 90 °C

6: K₂CO₃ / 2.75 h / 25 °C

7: 154 mg / H₂ / 5percent Pd/C / methanol / 3.5 h / 25 °C

8: 70 percent / HOBt, EDC / CH₂Cl₂ / 0 - 25 °C

9: 89 percent / aq. LiOH / methanol / 2.25 h / 25 °C

10: 152 mg / EDC*HCl / CH₂Cl₂ / 10 h / 25 °C

With lithium hydroxide; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; bromine; potassium carbonate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; water; acetone; benzene;
DOI:10.1021/ja973715j

Reference yield:

: 208169-33-9
(7-Bromo-naphthalen-1-yl)-acetic acid ethyl ester

: 208169-47-5
{7-[2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-2-(dimethoxy-phosphoryl)-ethyl]-naphthalen-1-yl}-acetic acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 82 percent / Pd(PPh₃)4 / benzene / 15 h / Heating

2: 67 percent / OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 17 h

3: aq. NaIO₄ / diethyl ether / 1.25 h / 25 °C

4: glacial AcOH / 1.5 h / 25 - 90 °C

5: K₂CO₃ / 2.75 h / 25 °C

6: 154 mg / H₂ / 5percent Pd/C / methanol / 3.5 h / 25 °C

7: 70 percent / HOBt, EDC / CH₂Cl₂ / 0 - 25 °C

8: 89 percent / aq. LiOH / methanol / 2.25 h / 25 °C

9: 152 mg / EDC*HCl / CH₂Cl₂ / 10 h / 25 °C

With lithium hydroxide; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; potassium carbonate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; water; acetone; benzene;
DOI:10.1021/ja973715j