(2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

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Chemical Name:(2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid
CAS No.:181715-13-9
Molecular Formula:C₃₆H₅₅NO₇Si
Molecular Weight:641.921
Hs Code.:

Synonyms:(2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

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Chemical Property of (2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

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Technology Process of (2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

There total 7 articles about (2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic 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: 100.0%

: 181715-12-8
(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoic acid (R)-1-((S)-1-methyl-2-oxo-ethyl)-octyl ester

: 181715-13-9
(2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In tetrahydrofuran; water; tert-butyl alcohol; at 25 ℃; for 16h;
DOI:10.1021/jo9608329

Reference yield:

: 124-13-0
Octanal

: 181715-13-9
(2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

Guidance literature:: Multi-step reaction with 7 steps

2: 100 percent / pyridine, DMAP / CH₂Cl₂ / 1.17 h / 0 - 25 °C

4: KBH₄ / ethanol / 6.5 h / 0 °C

5: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

6: 1) O₃, 2) PPh₃ / 1) CH₂Cl₂, MeOH, -78 deg C, 3 min, 2) CH₂Cl₂, MeOH, 25 deg C, 15 h

7: 100 percent / NaClO₂, 2-methyl-2-butene, NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 16 h / 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; potassium borohydride; 2-methyl-but-2-ene; ozone; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo9608329

Reference yield:

: 173326-39-1
(3R,4R)-3-methylundec-1-en-4-ol

: 181715-13-9
(2S,3R)-3-[(3R,4S)-4-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / pyridine, DMAP / CH₂Cl₂ / 1.17 h / 0 - 25 °C

3: KBH₄ / ethanol / 6.5 h / 0 °C

4: 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

5: 1) O₃, 2) PPh₃ / 1) CH₂Cl₂, MeOH, -78 deg C, 3 min, 2) CH₂Cl₂, MeOH, 25 deg C, 15 h

6: 100 percent / NaClO₂, 2-methyl-2-butene, NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 16 h / 25 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; potassium borohydride; 2-methyl-but-2-ene; ozone; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo9608329