(4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid

Base Information

Chemical Name:(4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid
CAS No.:226067-07-8
Molecular Formula:C₃₀H₄₆N₂O₆
Molecular Weight:530.705
Hs Code.:

Synonyms:(4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid

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Chemical Property of (4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid

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Technology Process of (4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid

There total 16 articles about (4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic 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: 87.0%

: 226067-34-1
{(S)-1-[(2E,4E)-(1S,6S,7S)-1-((S)-2-Hydroxy-1-methyl-ethyl)-7-methoxy-4,6-dimethyl-8-phenyl-octa-2,4-dienylcarbamoyl]-2-methyl-propyl}-carbamic acid tert-butyl ester

: 226067-07-8
(4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; water; In acetonitrile; at 20 ℃; for 18h;
DOI:10.1021/ja0206700

Reference yield:

: 474085-58-0
(E)-(4S,5S)-4-Amino-6-(tert-butyl-diphenyl-silanyloxy)-5-methyl-hex-2-enoic acid methyl ester

: 226067-07-8
(4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. NaHCO₃ / dioxane / 24 h / 20 °C

2.1: O₃; pyridine / methanol / -78 °C

2.2: Me₂S / methanol / 7 h / -78 - 20 °C

3.1: 973 mg / CrCl₂ / tetrahydrofuran / 5 h / 20 °C

4.1: Cp₂Zr(H)Cl / tetrahydrofuran / 1 h / 50 °C

4.2: ZnCl₂ / tetrahydrofuran / 0.03 h / 20 °C

4.3: 81 percent / Pd(PPh₃)4 / tetrahydrofuran / 0.33 h / 20 °C

5.1: 95 percent / TBAF*SiO₂ / tetrahydrofuran / 4 h / 20 °C

6.1: 87 percent / TPAP; NMO; H₂O / acetonitrile / 18 h / 20 °C

With pyridine; chromium dichloride; Schwartz's reagent; N-methyl-2-indolinone; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; water; silica gel; sodium hydrogencarbonate; ozone; In tetrahydrofuran; 1,4-dioxane; methanol; acetonitrile; 3.1: Takai homologation;
DOI:10.1021/ja0206700

Reference yield:

: 226067-14-7
(E)-(4S, 5S)-methyl-4-azido-6-(tert-butyldiphenylsiloxy)-5-methyl-hex-2-enoate

: 226067-07-8
(4E,6E)-(2S,3S,8S,9S)-3-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-9-methoxy-2,6,8-trimethyl-10-phenyl-deca-4,6-dienoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: SnCl₂; MeOH / 6 h / 0 - 20 °C

2.1: aq. NaHCO₃ / dioxane / 24 h / 20 °C

3.1: O₃; pyridine / methanol / -78 °C

3.2: Me₂S / methanol / 7 h / -78 - 20 °C

4.1: 973 mg / CrCl₂ / tetrahydrofuran / 5 h / 20 °C

5.1: Cp₂Zr(H)Cl / tetrahydrofuran / 1 h / 50 °C

5.2: ZnCl₂ / tetrahydrofuran / 0.03 h / 20 °C

5.3: 81 percent / Pd(PPh₃)4 / tetrahydrofuran / 0.33 h / 20 °C

6.1: 95 percent / TBAF*SiO₂ / tetrahydrofuran / 4 h / 20 °C

7.1: 87 percent / TPAP; NMO; H₂O / acetonitrile / 18 h / 20 °C

With pyridine; chromium dichloride; methanol; Schwartz's reagent; N-methyl-2-indolinone; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; water; silica gel; sodium hydrogencarbonate; ozone; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; methanol; acetonitrile; 4.1: Takai homologation;
DOI:10.1021/ja0206700