(S)-ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-(2-benzyloxycarbonylamino-3-methylbutanoylamino)-3-oxobutanoate

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Chemical Name:(S)-ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-(2-benzyloxycarbonylamino-3-methylbutanoylamino)-3-oxobutanoate
CAS No.:303068-11-3
Molecular Formula:C₄₆H₅₈N₄O₁₁
Molecular Weight:842.987
Hs Code.:

(S)-ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-(2-benzyloxycarbonylamino-3-methylbutanoylamino)-3-oxobutanoate

Synonyms:(S)-ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-(2-benzyloxycarbonylamino-3-methylbutanoylamino)-3-oxobutanoate

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Chemical Property of (S)-ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-(2-benzyloxycarbonylamino-3-methylbutanoylamino)-3-oxobutanoate

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Technology Process of (S)-ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-(2-benzyloxycarbonylamino-3-methylbutanoylamino)-3-oxobutanoate

There total 16 articles about (S)-ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-(2-benzyloxycarbonylamino-3-methylbutanoylamino)-3-oxobutanoate 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: 59.0%

: 13139-28-1
(S)-N-benzyloxycarbonylvalinamide

: 303068-10-2
ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-diazo-3-oxobutanoate

: 303068-11-3
(S)-ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-(2-benzyloxycarbonylamino-3-methylbutanoylamino)-3-oxobutanoate

Guidance literature:: dirhodium tetraacetate; In chloroform; for 2h; Heating;
DOI:10.1039/b510653b

Reference yield:

: 17269-81-7
2-bromo-6-(2-propenyl)phenol

: 303068-11-3
(S)-ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-(2-benzyloxycarbonylamino-3-methylbutanoylamino)-3-oxobutanoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 85 percent / K₂CO₃ / acetone / Heating

2.1: t-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: hexane; tetrahydrofuran / 1 h / 20 °C

3.1: 0.6 g / aq. HCl

4.1: 85 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane / Heating

5.1: 84 percent / OsCl₃; K₃Fe(CN)6; aq. K₂CO₃ / quinuclidine / 2-methyl-propan-2-ol / 48 h

6.1: 99 percent / aq. NaIO₄ / tetrahydrofuran / 2.5 h / 20 °C

7.1: 99 percent / SnCl₂ / CH₂Cl₂ / 20 °C

8.1: 72 percent / 4-acetamidobenzenesulfonyl azide; Et₃N / acetonitrile / 20 °C

9.1: 59 percent / Rh₂(OAc)4 / CHCl₃ / 2 h / Heating

With hydrogenchloride; sodium periodate; osmium (III) chloride; 4-acetamidobenzenesulfonyl azide; tert.-butyl lithium; sodium carbonate; potassium carbonate; triethylamine; tin(ll) chloride; potassium hexacyanoferrate(III); Quinuclidine; dirhodium tetraacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; chloroform; acetone; acetonitrile; tert-butyl alcohol; 4.1: Suzuki coupling;
DOI:10.1039/b510653b

Reference yield:

: 60333-75-7
O-allyl-2-bromophenol

: 303068-11-3
(S)-ethyl 4-{3-[1-tert-butoxycarbonyl-3-(2-tert-butoxycarbonylaminoethyl)indol-4-yl]-2-methoxyphenyl}-2-(2-benzyloxycarbonylamino-3-methylbutanoylamino)-3-oxobutanoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / Et₂AlCl / hexane / 2.5 h / 20 °C

2.1: 85 percent / K₂CO₃ / acetone / Heating

3.1: t-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

3.2: hexane; tetrahydrofuran / 1 h / 20 °C

4.1: 0.6 g / aq. HCl

5.1: 85 percent / aq. Na₂CO₃ / Pd(PPh₃)4 / 1,2-dimethoxy-ethane / Heating

6.1: 84 percent / OsCl₃; K₃Fe(CN)6; aq. K₂CO₃ / quinuclidine / 2-methyl-propan-2-ol / 48 h

7.1: 99 percent / aq. NaIO₄ / tetrahydrofuran / 2.5 h / 20 °C

8.1: 99 percent / SnCl₂ / CH₂Cl₂ / 20 °C

9.1: 72 percent / 4-acetamidobenzenesulfonyl azide; Et₃N / acetonitrile / 20 °C

10.1: 59 percent / Rh₂(OAc)4 / CHCl₃ / 2 h / Heating

With hydrogenchloride; sodium periodate; osmium (III) chloride; 4-acetamidobenzenesulfonyl azide; tert.-butyl lithium; diethylaluminium chloride; sodium carbonate; potassium carbonate; triethylamine; tin(ll) chloride; potassium hexacyanoferrate(III); Quinuclidine; dirhodium tetraacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; chloroform; acetone; acetonitrile; tert-butyl alcohol; 1.1: Claisen rearrangement / 5.1: Suzuki coupling;
DOI:10.1039/b510653b