O-methyl,N-carboxybenzoyl (1R,4R)-4-amino-1-hydroxy-2-cyclopentene carboxylate

Base Information

Chemical Name:O-methyl,N-carboxybenzoyl (1R,4R)-4-amino-1-hydroxy-2-cyclopentene carboxylate
CAS No.:1351767-25-3
Molecular Formula:C₁₅H₁₇NO₅
Molecular Weight:291.304
Hs Code.:

Synonyms:O-methyl,N-carboxybenzoyl (1R,4R)-4-amino-1-hydroxy-2-cyclopentene carboxylate

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Chemical Property of O-methyl,N-carboxybenzoyl (1R,4R)-4-amino-1-hydroxy-2-cyclopentene carboxylate

Chemical Property:

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Technology Process of O-methyl,N-carboxybenzoyl (1R,4R)-4-amino-1-hydroxy-2-cyclopentene carboxylate

There total 3 articles about O-methyl,N-carboxybenzoyl (1R,4R)-4-amino-1-hydroxy-2-cyclopentene 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: 62.0%

: 141352-47-8
(1S,4R)-4-(benzyloxycarbonylamino)-2-cyclopentene-1-carboxylic acid methyl ester

: 1351767-25-3
O-methyl,N-carboxybenzoyl (1R,4R)-4-amino-1-hydroxy-2-cyclopentene carboxylate

Guidance literature:: With selenium(IV) oxide; In dichloromethane; at 100 ℃; for 8h; Inert atmosphere; Microwave irradiation;
DOI:10.1016/j.bmcl.2011.09.076

Reference yield:

: 79200-56-9
(-)-2-azabicyclo[2.2.1]hept-5-en-3-one

: 1351767-25-3
O-methyl,N-carboxybenzoyl (1R,4R)-4-amino-1-hydroxy-2-cyclopentene carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride / 18 h / Inert atmosphere; Reflux

2: sodium carbonate / water / 0 - 20 °C / Inert atmosphere

3: selenium(IV) oxide / dichloromethane / 8 h / 100 °C / Inert atmosphere; Microwave irradiation

With hydrogenchloride; selenium(IV) oxide; sodium carbonate; In dichloromethane; water;
DOI:10.1016/j.bmcl.2011.09.076

Reference yield:

: 229613-83-6,426226-35-9
(–)-methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylate hydrochloride

: 1351767-25-3
O-methyl,N-carboxybenzoyl (1R,4R)-4-amino-1-hydroxy-2-cyclopentene carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: sodium carbonate / water / 0 - 20 °C / Inert atmosphere

2: selenium(IV) oxide / dichloromethane / 8 h / 100 °C / Inert atmosphere; Microwave irradiation

With selenium(IV) oxide; sodium carbonate; In dichloromethane; water;
DOI:10.1016/j.bmcl.2011.09.076