(2R,7S)-7-(tert-butoxycarbonylamino)-7-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]heptanoic acid

Base Information

Chemical Name:(2R,7S)-7-(tert-butoxycarbonylamino)-7-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]heptanoic acid
CAS No.:354576-35-5
Molecular Formula:C₂₂H₃₂N₂O₈
Molecular Weight:452.505
Hs Code.:

Synonyms:(2R,7S)-7-(tert-butoxycarbonylamino)-7-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]heptanoic acid

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Chemical Property of (2R,7S)-7-(tert-butoxycarbonylamino)-7-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]heptanoic acid

Chemical Property:

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Technology Process of (2R,7S)-7-(tert-butoxycarbonylamino)-7-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]heptanoic acid

There total 9 articles about (2R,7S)-7-(tert-butoxycarbonylamino)-7-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]heptanoic acid 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:

: (2S,7R,8R)-7-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-8,9-dihydroxy-nonanoic acid methyl ester

: 354576-35-5
(2R,7S)-7-(tert-butoxycarbonylamino)-7-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]heptanoic acid

Guidance literature:: With potassium permanganate; sodium periodate; sodium carbonate; In 1,4-dioxane; water; at 20 ℃; for 0.5h;
DOI:10.1021/jo0155714

Reference yield:

: 219617-14-8
methyl (2S)-2-{(tert-butoxy)-N-[(tert-butyl)oxycarbonyl]carbonylamino}-7-oxoheptanoate

: 354576-35-5
(2R,7S)-7-(tert-butoxycarbonylamino)-7-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]heptanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 89 percent / benzene / 0 °C

2: 87 percent / DIBAL-H / diethyl ether; hexane / 0.08 h / -78 °C

3: 82 percent / Ti(OPr-i)4; (R,R)-(+)-diethyl tartrate; tert-butyl hydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 4 h / -20 °C

4: 86 percent / NaN₃; NH₄Cl / methanol; H₂O / 24 h / Heating

5: 87 percent / PPTS / CH₂Cl₂ / 2 h / 20 °C

6: H₂ / Pd(OH)2 / methanol / 2 h / 20 °C

7: CH₂Cl₂ / 0.08 h / 20 °C

8: p-toluenesulfonic acid / methanol / 24 h / 20 °C

9: 276 mg / NaIO₄; Na₂CO₃; KMnO₄ / dioxane; H₂O / 0.5 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; potassium permanganate; sodium periodate; sodium azide; diethyl (2R,3R)-tartrate; hydrogen; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium carbonate; ammonium chloride; toluene-4-sulfonic acid; palladium dihydroxide; In 1,4-dioxane; methanol; 2,2,4-trimethylpentane; diethyl ether; hexane; dichloromethane; water; benzene;
DOI:10.1021/jo0155714

Reference yield:

: 354576-19-5
methyl (2S,7R,8R)-7-azido-2-tert-butoxycarbonylamino-8,9-dihydroxynonanoate

: 354576-35-5
(2R,7S)-7-(tert-butoxycarbonylamino)-7-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]heptanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / PPTS / CH₂Cl₂ / 2 h / 20 °C

2: H₂ / Pd(OH)2 / methanol / 2 h / 20 °C

3: CH₂Cl₂ / 0.08 h / 20 °C

4: p-toluenesulfonic acid / methanol / 24 h / 20 °C

5: 276 mg / NaIO₄; Na₂CO₃; KMnO₄ / dioxane; H₂O / 0.5 h / 20 °C

With potassium permanganate; sodium periodate; hydrogen; pyridinium p-toluenesulfonate; sodium carbonate; toluene-4-sulfonic acid; palladium dihydroxide; In 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1021/jo0155714