5(S)--7-methyl-2(R)-(phenylmethyl)-3-trans-octenoic acid

Base Information

Chemical Name:5(S)--7-methyl-2(R)-(phenylmethyl)-3-trans-octenoic acid
CAS No.:109065-03-4
Molecular Formula:C₂₁H₃₁NO₄
Molecular Weight:361.481
Hs Code.:

5(S)-<N-(tert-butyloxycarbonyl)amino>-7-methyl-2(R)-(phenylmethyl)-3-trans-octenoic acid

Synonyms:5(S)--7-methyl-2(R)-(phenylmethyl)-3-trans-octenoic acid

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Chemical Property of 5(S)--7-methyl-2(R)-(phenylmethyl)-3-trans-octenoic acid

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Technology Process of 5(S)--7-methyl-2(R)-(phenylmethyl)-3-trans-octenoic acid

There total 12 articles about 5(S)--7-methyl-2(R)-(phenylmethyl)-3-trans-octenoic 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:

: ((E)-(1S,4R)-4-Hydroxymethyl-1-isobutyl-5-phenyl-pent-2-enyl)-carbamic acid tert-butyl ester

: 109065-03-4
5(S)--7-methyl-2(R)-(phenylmethyl)-3-trans-octenoic acid

Guidance literature:: With jones reagent; In acetone; at 0 ℃; for 1h; Yield given;
DOI:10.1021/jo00226a007

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 109065-03-4
5(S)--7-methyl-2(R)-(phenylmethyl)-3-trans-octenoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: NaBH₄ / tetrahydrofuran; H₂O / 4 h / 0 °C

2: 85 percent / triethylamine / CH₂Cl₂ / 0.33 h / 0 °C

3: 1.) NaOCH₃ / 1.) THF, MeOH, 25 deg C, 0.25 h, 2.) THF, MeOH, 50 deg C, 2.5 h

4: 100 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h / 25 °C

5: 1.) MeLi / 1.) THF, ether, -78 deg C, 0.5 h, 2.) THF, ether, -78 deg C, 0.25 h

6: 5percent Na(Hg) / methanol / 4 h / 0 °C

7: pyridinium p-toluenesulfonate / methanol / 10 h / 25 °C

8: Jones reagent / acetone / 1 h / 0 °C

With sodium tetrahydroborate; jones reagent; sodium amalgam; methyllithium; sodium methylate; pyridinium p-toluenesulfonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1021/jo00226a007

Reference yield:

: 82010-31-9
(S)-(1-hydroxymethyl-3-methylbutyl)carbamic acid tert-butyl ester

: 109065-03-4
5(S)--7-methyl-2(R)-(phenylmethyl)-3-trans-octenoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / triethylamine / CH₂Cl₂ / 0.33 h / 0 °C

2: 1.) NaOCH₃ / 1.) THF, MeOH, 25 deg C, 0.25 h, 2.) THF, MeOH, 50 deg C, 2.5 h

3: 100 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 1 h / 25 °C

4: 1.) MeLi / 1.) THF, ether, -78 deg C, 0.5 h, 2.) THF, ether, -78 deg C, 0.25 h

5: 5percent Na(Hg) / methanol / 4 h / 0 °C

6: pyridinium p-toluenesulfonate / methanol / 10 h / 25 °C

7: Jones reagent / acetone / 1 h / 0 °C

With jones reagent; sodium amalgam; methyllithium; sodium methylate; pyridinium p-toluenesulfonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; acetone;
DOI:10.1021/jo00226a007