(R)-4-bromo-α-N-trityltryptophan

Base Information

Chemical Name:(R)-4-bromo-α-N-trityltryptophan
CAS No.:219943-51-8
Molecular Formula:C₃₀H₂₅BrN₂O₂
Molecular Weight:525.445
Hs Code.:

Synonyms:(R)-4-bromo-α-N-trityltryptophan

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-4-bromo-α-N-trityltryptophan

Chemical Property:

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Technology Process of (R)-4-bromo-α-N-trityltryptophan

There total 15 articles about (R)-4-bromo-α-N-trityltryptophan 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: 100.0%

: 219943-53-0
(R)-4-bromo-α-N-trityltryptophan methyl ester

: 219943-51-8
(R)-4-bromo-α-N-trityltryptophan

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; water; for 96h; Heating;
DOI:10.1021/jo981723s

Reference yield: 80.0%

: 219943-50-7
(R)-4-bromo-α-N-trityltryptophan trityl ester

: 219943-51-8
(R)-4-bromo-α-N-trityltryptophan

Guidance literature:: In tetrahydrofuran; methanol; water; at 50 - 55 ℃; for 14h;
DOI:10.1021/jo981723s

Reference yield:

: 52488-36-5
4-bromo-1H-indole

: 219943-51-8
(R)-4-bromo-α-N-trityltryptophan

Guidance literature:: Multi-step reaction with 13 steps

1: 31.0 g / pyridinium bromide perbromide / pyridine / 0.25 h / 0 °C

2: Et₃N, DMAP / tetrahydrofuran / 14 h

3: 1.) n-BuLi / 1.) THF, -78 deg C, 90 min, 2.) THF, -75 deg C, 4 h

4: 99 percent / NaOMe / tetrahydrofuran / 1 h / Ambient temperature

5: 91 percent / DMAO, BH₃*THF / tetrahydrofuran / 72 h / 0 °C

6: 95 percent / DMAP / tetrahydrofuran / 4 h / Ambient temperature

7: 86 percent / 1M HCl / ethyl acetate / 1.) 0 deg C to room temperature, 1 h, 2.) room temperature, 4 h

8: 1.) NCS, DMS, 2.) Et₃N / 1.) toluene, -25 deg C, 6 h, 2.) -25 deg C, 10 min; room temperature, 1 h

9: 69 percent / 2-methyl-2-butene, NaClO₂, NaH₂PO₄ / acetonitrile; 2-methyl-propan-2-ol; H₂O / 0.17 h / 0 °C

10: 1.) Et₃SiH, TMSOTf, 2.) 1M HCl / 1.) DCE, reflux, 1 h, 2.) reflux, 2 h

11: 96 percent / TMSCl / 48 h / Heating

12: 96 percent / Et₃N / 1,2-dichloro-ethane / 48 h / Ambient temperature

13: 100 percent / LiOH*H₂O / dioxane; H₂O / 96 h / Heating

With hydrogenchloride; triethylsilane; dmap; lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; N-chloro-succinimide; n-butyllithium; chloro-trimethyl-silane; borane-THF; 2-methyl-but-2-ene; 2,3-dimercapto-succinic acid; trimethylsilyl trifluoromethanesulfonate; sodium methylate; pyridinium hydrobromide perbromide; triethylamine; In tetrahydrofuran; 1,4-dioxane; pyridine; water; ethyl acetate; 1,2-dichloro-ethane; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo981723s