(2S,6S)-6-(tert-butoxycarbonylamino)-6-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]hexanoic acid

Base Information

Chemical Name:(2S,6S)-6-(tert-butoxycarbonylamino)-6-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]hexanoic acid
CAS No.:354576-40-2
Molecular Formula:C₂₁H₃₀N₂O₈
Molecular Weight:438.478
Hs Code.:

Synonyms:(2S,6S)-6-(tert-butoxycarbonylamino)-6-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]hexanoic acid

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Chemical Property of (2S,6S)-6-(tert-butoxycarbonylamino)-6-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]hexanoic acid

Chemical Property:

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Technology Process of (2S,6S)-6-(tert-butoxycarbonylamino)-6-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]hexanoic acid

There total 9 articles about (2S,6S)-6-(tert-butoxycarbonylamino)-6-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]hexanoic 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,6S,7S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-7,8-dihydroxy-octanoic acid methyl ester

: 354576-40-2
(2S,6S)-6-(tert-butoxycarbonylamino)-6-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]hexanoic 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:

: 219617-15-9
methyl (S)-2-[di(tert-butoxycarbonyl)amino]-6-oxohexanoate

: 354576-40-2
(2S,6S)-6-(tert-butoxycarbonylamino)-6-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]hexanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 89 percent / benzene / 0 °C

2: 85 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: 84 percent / NaN₃; NH₄Cl / methanol; H₂O / 24 h / Heating

5: 86 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: 386 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:

: 354576-14-0
methyl (2S,6E)-2-[bis(tert-butoxycarbonyl)amino]-8-hydroxy-6-octenoate

: 354576-40-2
(2S,6S)-6-(tert-butoxycarbonylamino)-6-(methoxycarbonyl)-2-[(phenylmethoxy)carbonylamino]hexanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / Ti(OPr-i)4; (R,R)-(-)-diethyl tartrate; tert-butyl hydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 4 h / -20 °C

2: 84 percent / NaN₃; NH₄Cl / methanol; H₂O / 24 h / Heating

3: 86 percent / PPTS / CH₂Cl₂ / 2 h / 20 °C

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

5: CH₂Cl₂ / 0.08 h / 20 °C

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

7: 386 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; sodium carbonate; ammonium chloride; toluene-4-sulfonic acid; palladium dihydroxide; In 1,4-dioxane; methanol; 2,2,4-trimethylpentane; dichloromethane; water;
DOI:10.1021/jo0155714