2-tert-butoxycarbonylamino-3-phenoxycyclopentanecarboxylic acid

Base Information

Chemical Name:2-tert-butoxycarbonylamino-3-phenoxycyclopentanecarboxylic acid
CAS No.:476371-38-7
Molecular Formula:C₁₇H₂₃NO₅
Molecular Weight:321.373
Hs Code.:

Synonyms:2-tert-butoxycarbonylamino-3-phenoxycyclopentanecarboxylic acid

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Chemical Property of 2-tert-butoxycarbonylamino-3-phenoxycyclopentanecarboxylic acid

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Technology Process of 2-tert-butoxycarbonylamino-3-phenoxycyclopentanecarboxylic acid

There total 10 articles about 2-tert-butoxycarbonylamino-3-phenoxycyclopentanecarboxylic acid 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:

: ((1S,2R,5S)-2-Hydroxymethyl-5-phenoxy-cyclopentyl)-carbamic acid tert-butyl ester

: 476371-38-7
2-tert-butoxycarbonylamino-3-phenoxycyclopentanecarboxylic acid

Guidance literature:: With jones reagent; In acetone; at 0 ℃;
DOI:10.1021/ja0258778

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 476371-38-7
2-tert-butoxycarbonylamino-3-phenoxycyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / Et₃N / methanol / 2 h / 20 °C

2: 71 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

3: NH₄HCO₂ / 10percent Pd/C / methanol / 12 h / Heating

4: Jones reagent / acetone / 0 °C

With jones reagent; boron trifluoride diethyl etherate; ammonium formate; triethylamine; 10percent Pd/C; In methanol; dichloromethane; acetone;
DOI:10.1021/ja0258778

Reference yield:

: 110567-21-0
(1S,2R)-2-(benzyloxymethyl)-1-hydroxy-3-cyclopentene

: 476371-38-7
2-tert-butoxycarbonylamino-3-phenoxycyclopentanecarboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 83 percent / pyridine / 12 h / 20 °C

2.1: 77 percent / LAH / diethyl ether / 20 h / Heating

3.1: 85 percent / tert-butyl hydroperoxide; TiCl₄ / CH₂Cl₂; various solvent(s) / 0.25 h / -78 °C

4.1: NaN₃; aq. NH₄Cl / methanol / 15 h / Heating

4.2: methane sulfonyl chloride; pyridine / 2 h / 20 °C

4.3: 84 percent / LAH / tetrahydrofuran / 5 h / 20 °C

5.1: 84 percent / Et₃N / methanol / 2 h / 20 °C

6.1: 71 percent / BF₃*Et₂O / CH₂Cl₂ / -78 °C

7.1: NH₄HCO₂ / 10percent Pd/C / methanol / 12 h / Heating

8.1: Jones reagent / acetone / 0 °C

With pyridine; tert.-butylhydroperoxide; lithium aluminium tetrahydride; sodium azide; jones reagent; boron trifluoride diethyl etherate; ammonium formate; titanium tetrachloride; ammonium chloride; triethylamine; 10percent Pd/C; In methanol; diethyl ether; dichloromethane; acetone;
DOI:10.1021/ja0258778