5(S)--6-phenyl-2(R)-(phenylmethyl)-3-trans-hexenoic acid

Base Information

• Chemical Name: 5(S)--6-phenyl-2(R)-(phenylmethyl)-3-trans-hexenoic acid
• CAS No.: 108385-61-1
• Molecular Formula: C₂₄H₂₉NO₄
• Molecular Weight: 395.499

Synonyms:5(S)--6-phenyl-2(R)-(phenylmethyl)-3-trans-hexenoic acid

Chemical Property of 5(S)--6-phenyl-2(R)-(phenylmethyl)-3-trans-hexenoic acid

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Technology Process of 5(S)--6-phenyl-2(R)-(phenylmethyl)-3-trans-hexenoic acid

There total 20 articles about 5(S)--6-phenyl-2(R)-(phenylmethyl)-3-trans-hexenoic 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: 88.0%

[3(2R,5S),4R,5S]-3-[2-benzyl-5-t-butoxycarbonylamino-6-phenyl-E-3-hexenoyl]-4-methyl-5-phenyl-2-oxazolidinone (870301-34-1) → 5(S)--6-phenyl-2(R)-(phenylmethyl)-3-trans-hexenoic acid (108385-61-1)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ja0551382

Reference yield: 74.0%

(2R,5S)-2-Benzyl-5-[(tert-butoxycarbonyl)amino]-6-phenyl-(E)-3-hexen-1-ol (155099-12-0) → 5(S)--6-phenyl-2(R)-(phenylmethyl)-3-trans-hexenoic acid (108385-61-1)

Guidance literature:

With jones' reagent; In acetone; at 0 ℃; for 0.5h;

DOI:10.1021/jo00084a037

Reference yield: 68.0%

5(S)-<(tert-butoxycarbonyl)amino>-6-phenyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-hexene (108385-64-4) → 5(S)--6-phenyl-2(R)-(phenylmethyl)-3-trans-hexenoic acid (108385-61-1)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In acetone; at 0 ℃; for 3h;

DOI:10.1021/jo00226a007

upstream raw materials:

(2R,5S)-2-Benzyl-5-[(tert-butoxycarbonyl)amino]-6-phenyl-(E)-3-hexen-1-ol

5(S)-<(tert-butoxycarbonyl)amino>-6-phenyl-2(R)-(phenylmethyl)-1-<(2-tetrahydropyranyl)oxy>-trans-3-hexene

[3(2R,5S),4R,5S]-3-[2-benzyl-5-t-butoxycarbonylamino-6-phenyl-E-3-hexenoyl]-4-methyl-5-phenyl-2-oxazolidinone

[3(5S),4R,5S]-3-[5-t-butoxycarbonylamino-6-phenyl-E-3-hexenoyl]-4-methyl-5-phenyl-2-oxazolidinone

Downstream raw materials:

methyl (2R,5S)-2-benzyl-5-t-butoxycarbonylamino-6-phenyl-E-3-hexenoate

Methyl (2R,3S,4S,5S)-2-benzyl-5-[(tert-butoxycarbonyl)amino]-3,4-epoxy-6-phenylhexanoate

[4(S)-({5(S)-[N-(tert-butyloxycarbonyl)amino]-6-phenyl-2(R)-(phenylmethyl)-3-trans-hexanoyl}amino)-2,2-difluoro-3(R)-hydroxy-6-methylheptanoyl]-L-leucyl-L-phenylalaninamide

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