N-9-fluorenylmethoxycarbonyl-trans-5-triphenylmethylthiomethyl-L-proline

Base Information

Chemical Name:N-9-fluorenylmethoxycarbonyl-trans-5-triphenylmethylthiomethyl-L-proline
CAS No.:914305-11-6
Molecular Formula:C₄₀H₃₅NO₄S
Molecular Weight:625.788
Hs Code.:

Synonyms:N-9-fluorenylmethoxycarbonyl-trans-5-triphenylmethylthiomethyl-L-proline

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Chemical Property of N-9-fluorenylmethoxycarbonyl-trans-5-triphenylmethylthiomethyl-L-proline

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Technology Process of N-9-fluorenylmethoxycarbonyl-trans-5-triphenylmethylthiomethyl-L-proline

There total 8 articles about N-9-fluorenylmethoxycarbonyl-trans-5-triphenylmethylthiomethyl-L-proline 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: 54.0%

: 914305-16-1
trans-5-triphenylmethylthiomethyl-L-proline

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 914305-11-6
N-9-fluorenylmethoxycarbonyl-trans-5-triphenylmethylthiomethyl-L-proline

Guidance literature:: With sodium carbonate; In 1,2-dimethoxyethane; water; at 20 ℃;
DOI:10.1021/ol0616034

Reference yield:

: 1017802-73-1
L-N-(tert-butyloxycarbonyl)-5-vinylproline tert-butyl ester

: 914305-11-6
N-9-fluorenylmethoxycarbonyl-trans-5-triphenylmethylthiomethyl-L-proline

Guidance literature:: Multi-step reaction with 7 steps

1: 530 mg / NMO; H₂O / OsO₄ / acetone / 6 h

2: NaIO₄ / ethanol; H₂O / 1 h / 20 °C

3: 450 mg / NaBH₄ / ethanol; H₂O / 0.67 h / 20 °C

4: 93 percent / pyridine / 1 h

5: 66 percent / NaH / dimethylformamide / 6 h

6: 87 percent / TFA / 1 h

7: 54 percent / Na₂CO₃ / 1,2-dimethoxy-ethane; H₂O / 20 °C

With pyridine; sodium tetrahydroborate; sodium periodate; N-methyl-2-indolinone; water; sodium hydride; sodium carbonate; trifluoroacetic acid; osmium(VIII) oxide; In 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol0616034

Reference yield:

: 228579-91-7
(2S)-di-tert-butyl 5-methoxypyrrolidine-1,2-dicarboxylate

: 914305-11-6
N-9-fluorenylmethoxycarbonyl-trans-5-triphenylmethylthiomethyl-L-proline

Guidance literature:: Multi-step reaction with 8 steps

1.1: magnesium; iodine / tetrahydrofuran / 0.5 h

1.2: CuBr*Me₂S / tetrahydrofuran / 0.75 h / -40 °C

1.3: 97 percent / BF₃*Et₂O / tetrahydrofuran / 4.5 h / -78 - 20 °C

2.1: 530 mg / NMO; H₂O / OsO₄ / acetone / 6 h

3.1: NaIO₄ / ethanol; H₂O / 1 h / 20 °C

4.1: 450 mg / NaBH₄ / ethanol; H₂O / 0.67 h / 20 °C

5.1: 93 percent / pyridine / 1 h

6.1: 66 percent / NaH / dimethylformamide / 6 h

7.1: 87 percent / TFA / 1 h

8.1: 54 percent / Na₂CO₃ / 1,2-dimethoxy-ethane; H₂O / 20 °C

With pyridine; sodium tetrahydroborate; sodium periodate; N-methyl-2-indolinone; water; iodine; sodium hydride; sodium carbonate; magnesium; trifluoroacetic acid; osmium(VIII) oxide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol0616034