Benzoic acid (1R,4R)-4-tert-butoxycarbonylamino-2-methylene-cyclopentyl ester

Base Information

Chemical Name:Benzoic acid (1R,4R)-4-tert-butoxycarbonylamino-2-methylene-cyclopentyl ester
CAS No.:154375-25-4
Molecular Formula:C₁₈H₂₃NO₄
Molecular Weight:317.385
Hs Code.:

Synonyms:Benzoic acid (1R,4R)-4-tert-butoxycarbonylamino-2-methylene-cyclopentyl ester

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Chemical Property of Benzoic acid (1R,4R)-4-tert-butoxycarbonylamino-2-methylene-cyclopentyl ester

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Technology Process of Benzoic acid (1R,4R)-4-tert-butoxycarbonylamino-2-methylene-cyclopentyl ester

There total 11 articles about Benzoic acid (1R,4R)-4-tert-butoxycarbonylamino-2-methylene-cyclopentyl ester 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: 91.0%

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

: Benzoic acid (1R,4R)-4-amino-2-methylene-cyclopentyl ester

: 154375-25-4
Benzoic acid (1R,4R)-4-tert-butoxycarbonylamino-2-methylene-cyclopentyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In chloroform; for 2h; Heating;
DOI:10.1016/S0040-4039(00)61531-9

Reference yield:

: 86531-74-0
(8R)-8-benzoyloxy-6-hydroxymethyl-1,4-dithiaspiro<4.4>non-6-ene

: 154375-25-4
Benzoic acid (1R,4R)-4-tert-butoxycarbonylamino-2-methylene-cyclopentyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 98 percent / Et₃N, DMAP / 3 h / 25 °C

2: 95 percent / KOH / methanol / 1 h / 25 °C

3: 88 percent / Ph₃P, DEAD, HN₃ / tetrahydrofuran / 0.5 h / 25 °C

4: 98 percent / Bu₄NF / tetrahydrofuran / 0.33 h / 25 °C

5: 95 percent / DMAP / pyridine / 1.5 h / 25 °C

6: 76 percent / (PhSeO)2O, propylene oxide / tetrahydrofuran / 18 h / 25 °C

7: 95 percent / NaBH₄ / ethanol / 1 h / 0 °C

8: 97 percent / DMAP / pyridine / 1 h / 25 °C

9: 92 percent / 1,3-propanedithiol / triethylamine / 18 h / 25 °C

10: 91 percent / (i-Pr)2NEt / CHCl₃ / 2 h / Heating

With 1.3-propanedithiol; dmap; potassium hydroxide; sodium tetrahydroborate; tris-(2-chloro-ethyl)-amine; (PhSeO)2O; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; methyloxirane; diethylazodicarboxylate; In tetrahydrofuran; pyridine; methanol; ethanol; chloroform; triethylamine;
DOI:10.1016/S0040-4039(00)61531-9

Reference yield:

: 98-88-4
benzoyl chloride

: 154375-25-4
Benzoic acid (1R,4R)-4-tert-butoxycarbonylamino-2-methylene-cyclopentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / DMAP / pyridine / 1 h / 25 °C

2: 92 percent / 1,3-propanedithiol / triethylamine / 18 h / 25 °C

3: 91 percent / (i-Pr)2NEt / CHCl₃ / 2 h / Heating

With 1.3-propanedithiol; dmap; N-ethyl-N,N-diisopropylamine; In pyridine; chloroform; triethylamine;
DOI:10.1016/S0040-4039(00)61531-9