butyl (2S,6R,E)-7-benzyloxy-6-methyl-2-[(1R)-(1-phenylethyl)]aminohept-4-enoate

Base Information

• Chemical Name: butyl (2S,6R,E)-7-benzyloxy-6-methyl-2-[(1R)-(1-phenylethyl)]aminohept-4-enoate
• CAS No.: 166325-87-7
• Molecular Formula: C₂₇H₃₇NO₃
• Molecular Weight: 423.596

Synonyms:butyl (2S,6R,E)-7-benzyloxy-6-methyl-2-[(1R)-(1-phenylethyl)]aminohept-4-enoate

Chemical Property of butyl (2S,6R,E)-7-benzyloxy-6-methyl-2-[(1R)-(1-phenylethyl)]aminohept-4-enoate

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Technology Process of butyl (2S,6R,E)-7-benzyloxy-6-methyl-2-[(1R)-(1-phenylethyl)]aminohept-4-enoate

There total 2 articles about butyl (2S,6R,E)-7-benzyloxy-6-methyl-2-[(1R)-(1-phenylethyl)]aminohept-4-enoate 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: 76.0%

C14H19NO2 (67321-49-7) + (4R)-5-benzyloxy-4-methylpent-2-enyl(tributyl)stannane → butyl (2S,6R,E)-7-benzyloxy-6-methyl-2-[(1R)-(1-phenylethyl)]aminohept-4-enoate (166325-87-7)

Guidance literature:

(4R)-5-benzyloxy-4-methylpent-2-enyl(tributyl)stannane; With tin(IV) chloride; In dichloromethane; at -78 ℃; for 0.25h; Inert atmosphere;

C₁₄H₁₉NO₂; In dichloromethane; at -45 ℃; for 12h; Inert atmosphere;

With ammonium chloride; In dichloromethane; water; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c2ob25097g

Reference yield:

(R)-(E)-5-benzyloxy-4-methylpent-2-enyl(tributyl)stannane + [(E)-(R)-1-Phenyl-ethylimino]-acetic acid butyl ester → butyl (2S,6R,E)-7-benzyloxy-6-methyl-2-[(1R)-(1-phenylethyl)]aminohept-4-enoate (166325-87-7) + butyl (2R,6R,E)-7-benzyloxy-6-methyl-2-[(1R)-(1-phenylethyl)]aminohept-4-enoate

Guidance literature:

With tin(IV) chloride; Yield given. Yields of byproduct given;

DOI:10.1039/c39950000657

Reference yield: 87.0%

benzyl chloroformate (501-53-1,94274-21-2) + butyl (2S,6R,E)-7-benzyloxy-6-methyl-2-[(1R)-(1-phenylethyl)]aminohept-4-enoate (166325-87-7) → butyl (2S,6R,E)-7-benzyloxy-6-methyl-2-{(benzyloxycarbonyl)[(R)-1-phenylethyl]amino}hept-4-enoate

Guidance literature:

With potassium carbonate; In chloroform; for 16h; Inert atmosphere; Reflux;

DOI:10.1039/c2ob25097g

upstream raw materials:

C₁₄H₁₉NO₂

Downstream raw materials:

(3S)-3-{N-benzyloxycarbonyl[(1R)-1-(phenylethyl)]amino}butyrolactone

(S)-2-[Benzyloxycarbonyl-((R)-1-phenyl-ethyl)-amino]-4-hydroxy-butyric acid butyl ester

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