carbamic acid, [(1r,4s)-4-hydroxy-2-cyclopenten-1-yl]-, phenylmethyl ester, rel- (9ci)

Base Information

• Chemical Name: carbamic acid, [(1r,4s)-4-hydroxy-2-cyclopenten-1-yl]-, phenylmethyl ester, rel- (9ci)
• CAS No.: 205675-68-9
• Molecular Weight: 233.26
• Mol file: 205675-68-9.mol

Synonyms:carbamic acid, [(1r,4s)-4-hydroxy-2-cyclopenten-1-yl]-, phenylmethyl ester, rel- (9ci);Benzyl ((1R,4S)-rel-4-hydroxycyclopent-2-en-1-yl)carbamate

Chemical Property of carbamic acid, [(1r,4s)-4-hydroxy-2-cyclopenten-1-yl]-, phenylmethyl ester, rel- (9ci)

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

rel-[(1R,4S)-4-Hydroxy-2-cyclopenten-1-yl]carbamic acid phenylmethyl ester 97.0% ^*data from reagent suppliers

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Technology Process of carbamic acid, [(1r,4s)-4-hydroxy-2-cyclopenten-1-yl]-, phenylmethyl ester, rel- (9ci)

There total 17 articles about carbamic acid, [(1r,4s)-4-hydroxy-2-cyclopenten-1-yl]-, phenylmethyl ester, rel- (9ci) 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: 98.0%

Acetic acid (1S,4R)-4-benzyloxycarbonylamino-cyclopent-2-enyl ester (205675-73-6) → (1S,4R)-N-(benzylcarbamoyl)-4-aminocyclopent-2-en-1-ol (221910-76-5,205675-68-9)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1021/ol006377r

Reference yield: 49.0%

vinyl acetate (108-05-4,9003-20-7) + cis-4-carbobenzoxyamino-2-cyclopentenol (205675-68-9) → Acetic acid (1S,4R)-4-benzyloxycarbonylamino-cyclopent-2-enyl ester (205675-73-6) + N-CBZ-cis-4-amino-2-cyclopenten-1-ol (205675-68-9)

Guidance literature:

With lipase AK (pseudomonas fluorescens, Amano); In dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/ol006377r

Reference yield:

cis-N-(benzylcarbamoyl)-4-aminocyclopent-2-en-1-ol 1-O-acetate → (1S,4R)-N-(benzylcarbamoyl)-4-aminocyclopent-2-en-1-ol (221910-76-5,205675-68-9) + cis-N-(benzylcarbamoyl)-4-aminocyclopent-2-en-1-ol 1-O-acetate

Guidance literature:

With Candida antarctica lipase B; water; In aq. phosphate buffer; at 60 ℃; for 4h; pH=5; enantioselective reaction; Sealed tube; Enzymatic reaction;

DOI:10.1016/j.cclet.2015.07.005

upstream raw materials:

Acetic acid (1S,4R)-4-benzyloxycarbonylamino-cyclopent-2-enyl ester

Benzyl N-hydroxycarbamate

cyclopenta-1,3-diene

N-(benzyloxycarbonyl)-2-oxa-3-azabicyclo<2.2.1>hept-5-ene

Downstream raw materials:

Acetic acid (1S,4R)-4-benzyloxycarbonylamino-cyclopent-2-enyl ester

(+/-)-1-hydroxy-4-[(tert-butoxycarbonyl)amino]-2-cyclopentene

(2S,4R)-acetic acid 4-tert-butoxycarbonylaminocyclopent-2-enyl ester

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