methyl (3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate

Base Information

Chemical Name:methyl (3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate
CAS No.:104021-84-3
Molecular Formula:C₂₂H₃₄N₂O₆
Molecular Weight:422.522
Hs Code.:

Synonyms:methyl (3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate

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Chemical Property of methyl (3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate

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Technology Process of methyl (3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate

There total 8 articles about methyl (3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate 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: 82.0%

: 104021-85-4
(3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoic acid

: 74-88-4
methyl iodide

: 104021-84-3
methyl (3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 72h; Ambient temperature;
DOI:10.1021/jo00250a046

Reference yield:

: (5S)-3-benzyloxycarbonyl-1-(tert-butoxycarbonyl)-5-isobutyl-4-methoxycarbonylmethylimidazolidine

: 104021-83-2
methyl (3S,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate

: 104021-84-3
methyl (3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate

Guidance literature:: (5S)-3-benzyloxycarbonyl-1-(tert-butoxycarbonyl)-5-isobutyl-4-methoxycarbonylmethylimidazolidine; With tert.-butylhydroperoxide; ruthenium trichloride; In benzene; at 20 ℃; for 10h;

With hydrogenchloride;

With caesium carbonate; In methanol; for 0.5h; Title compound not separated from byproducts;
DOI:10.1016/j.tetasy.2005.10.018

Reference yield:

: 58521-49-6
(3S,4S)-4-(tert-butoxycarbonylamino)-3-hydroxy-6-methylheptanoic acid

: 104021-84-3
methyl (3R,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-6-methyl-3-<<(phenylmethoxy)carbonyl>amino>heptanoate

Guidance literature:: Multi-step reaction with 7 steps

1: 67 percent / diethyl phosphorocyanidate, triethylamine / CH₂Cl₂ / 1 h / 0 °C

2: pyridine / 2 h / 0 °C

3: potassium carbonate / acetone / 72 h / Heating

4: 90 percent / sodium, liq. ammonia / tetrahydrofuran / 0.5 h / -33 °C

5: 1 N potassium hydroxide / methanol / 3 h / Ambient temperature

6: potassium carbonate / dimethylformamide / 1.) 0 deg C, 4 h, 2.) RT, 48 h

7: 82 percent / DBU / acetonitrile / 72 h / Ambient temperature

With pyridine; potassium hydroxide; diethyl cyanophosphonate; ammonia; sodium; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo00250a046