13-epi-fumitremorgin B

Base Information Edit

Chemical Name:13-epi-fumitremorgin B
CAS No.:111139-38-9
Molecular Formula:C₂₇H₃₃N₃O₅
Molecular Weight:479.576
Hs Code.:
Mol file:111139-38-9.mol

Synonyms:13-epi-fumitremorgin B

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Chemical Property of 13-epi-fumitremorgin B Edit

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of 13-epi-fumitremorgin B

There total 23 articles about 13-epi-fumitremorgin B 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: 66.0%

: 111468-05-4,111468-06-5,111427-99-7
12,13-Dihydroxyfumitremorgin C

: 503-60-6
3,3-dimethyl-allyl chloride

: 111139-38-9,12626-17-4
fumitremorgin B

Guidance literature:: With potassium hydroxide; 18-crown-6 ether; In benzene;
DOI:10.1016/S0040-4039(00)85436-2

Reference yield:

: 107447-04-1
(S)-methyl 2-amino-3-(6-methoxy-1H-indol-3-yl)propanoate

: 111139-38-9,12626-17-4
fumitremorgin B

Guidance literature:: Multi-step reaction with 9 steps

1: 2.) Lawesson's reagent

2: 1.) MeI; 2.) NaBH₄

3: 92 percent / triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

4: 23 percent / DDQ / CCl₄; CHCl₃ / 1.83 h / -10 deg C to room temperature

5: 1.) 85percent MCPBA, NaHCO₃ / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) toluene, reflux, 40 min

6: 84 percent / Zn / methanol / 0.5 h / Heating

7: 77 percent / NBS / tetrahydrofuran; H₂O / 0.17 h / 0 °C

8: 65 percent / KOH, 18-crown-6 / benzene / 1.67 h / Ambient temperature

9: 1.) DDQ; 2.) NaBH₄ / 1.) CH₃CN, H₂O, 70 deg C, 60 min; 2.) MeOH, 0 deg C, 8 min

With Lawessons reagent; potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; 18-crown-6 ether; sodium hydrogencarbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; methyl iodide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; chloroform; water; benzene;
DOI:10.1016/S0040-4020(01)85828-2

Reference yield:

: 111447-54-2
C₂₂H₂₃N₃O₃

: 111139-38-9,12626-17-4
fumitremorgin B

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / NBS / tetrahydrofuran; H₂O / 0.17 h / 0 °C

2: 65 percent / KOH, 18-crown-6 / benzene / 1.67 h / Ambient temperature

3: 1.) DDQ; 2.) NaBH₄ / 1.) CH₃CN, H₂O, 70 deg C, 60 min; 2.) MeOH, 0 deg C, 8 min

With potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; 18-crown-6 ether; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; water; benzene;
DOI:10.1016/S0040-4020(01)85828-2