(3S,4R)-3-amino-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

Base Information

Chemical Name:(3S,4R)-3-amino-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester
CAS No.:766556-95-0
Molecular Formula:C₂₄H₂₉N₃O₄
Molecular Weight:423.512
Hs Code.:

Synonyms:(3S,4R)-3-amino-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

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Chemical Property of (3S,4R)-3-amino-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of (3S,4R)-3-amino-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

There total 6 articles about (3S,4R)-3-amino-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl 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: 90.0%

: 766556-94-9
(3S,4R)-3-azido-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

: 766556-95-0
(3S,4R)-3-amino-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 1h;

Reference yield:

: 766556-90-5
2,5-dihydro-pyrrole-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

: 766556-95-0
(3S,4R)-3-amino-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / m-CPBA; NaHCO₃ / CH₂Cl₂

2: 89 percent / Jacobsen's chiral (S,S)-(salen)chromium(III) catalyst / diethyl ether

3: 85 percent / 10-CSA / methanol

4: 91 percent / H₂ / Pd/C / ethyl acetate

5: HN₃; DEAD; PPh₃ / tetrahydrofuran; toluene / -78 - 20 °C

6: H₂ / Pd/C / ethanol

With tris-(2-chloro-ethyl)-amine; (1S)-10-camphorsulfonic acid; hydrogen; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ethyl acetate; toluene; 5: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2007.07.020

Reference yield:

: C₁₉H₁₇NO₃

: 766556-95-0
(3S,4R)-3-amino-4-tert-butoxycarbonylamino-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / Jacobsen's chiral (S,S)-(salen)chromium(III) catalyst / diethyl ether

2: 85 percent / 10-CSA / methanol

3: 91 percent / H₂ / Pd/C / ethyl acetate

4: HN₃; DEAD; PPh₃ / tetrahydrofuran; toluene / -78 - 20 °C

5: H₂ / Pd/C / ethanol

With tris-(2-chloro-ethyl)-amine; (1S)-10-camphorsulfonic acid; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; ethyl acetate; toluene; 4: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2007.07.020