tert-butyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylate

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Chemical Name:tert-butyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylate
CAS No.:1451055-38-1
Molecular Formula:C₂₇H₃₆N₂O₄
Molecular Weight:452.594
Hs Code.:

Synonyms:tert-butyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylate

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Chemical Property of tert-butyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylate

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Technology Process of tert-butyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylate

There total 8 articles about tert-butyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-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: 35.0%

: 98946-18-0
tert-Butyl 2,2,2-trichloroacetimidate

: 1451055-37-0
(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid

: 1451055-38-1
tert-butyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylate

Guidance literature:: With boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

Reference yield:

: 1451054-70-8
methyl (2S,4S)-4-amino-1-cyclohexylmethyl-pyrrolidine-2-carboxylate

: 1451055-38-1
tert-butyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C

2: lithium hydroxide / methanol / 24 h / 20 °C

3: boron trifluoride diethyl etherate / tetrahydrofuran / 2 h / 0 - 20 °C

With boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 1451055-38-1
tert-butyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / dichloromethane / 16 h / 0 °C / Reflux

2: sodium azide / N,N-dimethyl-formamide / 16 h / 60 °C

3: dichloromethane / 16 h / 20 °C

4: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 20 h / 20 °C

5: triphenylphosphine; water / tetrahydrofuran / 6 h / 75 °C

6: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C

7: lithium hydroxide / methanol / 24 h / 20 °C

8: boron trifluoride diethyl etherate / tetrahydrofuran / 2 h / 0 - 20 °C

With pyridine; sodium azide; boron trifluoride diethyl etherate; water; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;