N-tert-butoxycarbonyl-2-methylene-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-benzyloxy-4-tert-butyl-phenyl)-octanoic acid (N-butyl) amide

Base Information

Chemical Name:N-tert-butoxycarbonyl-2-methylene-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-benzyloxy-4-tert-butyl-phenyl)-octanoic acid (N-butyl) amide
CAS No.:198641-73-5
Molecular Formula:C₃₈H₅₈N₂O₅
Molecular Weight:622.889
Hs Code.:

Synonyms:N-tert-butoxycarbonyl-2-methylene-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-benzyloxy-4-tert-butyl-phenyl)-octanoic acid (N-butyl) amide

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Chemical Property of N-tert-butoxycarbonyl-2-methylene-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-benzyloxy-4-tert-butyl-phenyl)-octanoic acid (N-butyl) amide

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Technology Process of N-tert-butoxycarbonyl-2-methylene-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-benzyloxy-4-tert-butyl-phenyl)-octanoic acid (N-butyl) amide

There total 10 articles about N-tert-butoxycarbonyl-2-methylene-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-benzyloxy-4-tert-butyl-phenyl)-octanoic acid (N-butyl) amide 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: 19.0%

: 28384-61-4
methacrylic acid N-(butyl)amide

: 198641-72-4
[(1S,3S)-3-(3-Benzyloxy-4-tert-butyl-benzyl)-1-formyl-4-methyl-pentyl]-carbamic acid tert-butyl ester

: 198641-73-5
N-tert-butoxycarbonyl-2-methylene-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-benzyloxy-4-tert-butyl-phenyl)-octanoic acid (N-butyl) amide

Guidance literature:: With triisopropoxytitanium(IV) chloride; n-butyllithium; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/S0960-894X(97)10067-1

Reference yield:

: 88-60-8
2-tert-Butyl-5-methylphenol

: 198641-73-5
N-tert-butoxycarbonyl-2-methylene-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-benzyloxy-4-tert-butyl-phenyl)-octanoic acid (N-butyl) amide

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent

2: 95 percent / NBS / CCl₄

3: 1.) LiHMDS, 2.) n-BuLi, LiAlH₄, BnSH / 1.) THF, -78 deg C to 0 deg C, 2.) THF

4: 78 percent / Cs₂CO₃ / dimethylformamide

5: 98 percent / NBS, PPh₃ / CH₂Cl₂

7: DIBAH / toluene

8: 19 percent / n-BuLi, TiCl(OiPr)3 / tetrahydrofuran / -78 °C

With triisopropoxytitanium(IV) chloride; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; diisobutylaluminium hydride; caesium carbonate; phenylmethanethiol; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0960-894X(97)10067-1

Reference yield:

: 198641-42-8
acetic acid-(2-tert-butyl-5-methyl-phenyl ester)

: 198641-73-5
N-tert-butoxycarbonyl-2-methylene-4(S)-hydroxy-5(S)-amino-7(S)-isopropyl-8-(3-benzyloxy-4-tert-butyl-phenyl)-octanoic acid (N-butyl) amide

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / NBS / CCl₄

2: 1.) LiHMDS, 2.) n-BuLi, LiAlH₄, BnSH / 1.) THF, -78 deg C to 0 deg C, 2.) THF

3: 78 percent / Cs₂CO₃ / dimethylformamide

4: 98 percent / NBS, PPh₃ / CH₂Cl₂

6: DIBAH / toluene

7: 19 percent / n-BuLi, TiCl(OiPr)3 / tetrahydrofuran / -78 °C

With triisopropoxytitanium(IV) chloride; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; diisobutylaluminium hydride; caesium carbonate; phenylmethanethiol; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0960-894X(97)10067-1