benzyl (1R,4S)-4-amino-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate

Base Information

• Chemical Name: benzyl (1R,4S)-4-amino-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate
• CAS No.: 1228112-40-0
• Molecular Formula: C₁₇H₂₁NO₃
• Molecular Weight: 287.359
• Mol file: 1228112-40-0.mol

Synonyms:benzyl (1R,4S)-4-amino-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate

Chemical Property of benzyl (1R,4S)-4-amino-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of benzyl (1R,4S)-4-amino-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate

There total 1 articles about benzyl (1R,4S)-4-amino-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate 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: 96.0%

benzyl (1R,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate (1228112-39-7) → benzyl (1R,4S)-4-amino-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate (1228112-40-0)

Guidance literature:

benzyl (1R,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate; With hydroxylamine hydrochloride; water; hydroxylamine; In methanol; at 68 ℃; for 8h; Inert atmosphere;

With sodium hydroxide; In water; at 20 ℃; pH=~ 10;

Reference yield: 74.0%

(R)-3-methoxydihydro-2H-pyran-4(3H)-one (851916-41-1) + benzyl (1R,4S)-4-amino-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate (1228112-40-0) → 1,5-anhydro-3-{[(1S,4R)-4-[(benzyloxy)carbonyl]-4-(1-hydroxycyclobutyl)cyclopent-2-en-1-yl]amino}-2,3-dideoxy-4-O-methyl-D-erythro-pentitol (1228112-41-1)

Guidance literature:

(R)-3-methoxydihydro-2H-pyran-4(3H)-one; benzyl (1R,4S)-4-amino-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate; In dichloromethane; for 0.166667h; Molecular sieve;

With sodium tris(acetoxy)borohydride; In dichloromethane; at 0 ℃; for 1.66667h;

With water; sodium hydrogencarbonate; sodium hydroxide; In dichloromethane; pH=~ 14;

upstream raw materials:

benzyl (1R,4S)-4-(2,5-dimethyl-1H-pyrrol-1-yl)-1-(1-hydroxycyclobutyl)cyclopent-2-ene-1-carboxylate

Downstream raw materials:

1,5-anhydro-3-{[(1S,4R)-4-[(benzyloxy)carbonyl]-4-(1-hydroxycyclobutyl)cyclopent-2-en-1-yl]amino}-2,3-dideoxy-4-O-methyl-D-erythro-pentitol