(2S,3R)-3-[(R)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(4-methoxy-benzyloxy)-propionyloxy]-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester

Base Information

Chemical Name:(2S,3R)-3-[(R)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(4-methoxy-benzyloxy)-propionyloxy]-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester
CAS No.:187479-15-8
Molecular Formula:C₃₇H₆₃NO₉Si
Molecular Weight:693.994
Hs Code.:

(2S,3R)-3-[(R)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(4-methoxy-benzyloxy)-propionyloxy]-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester

Synonyms:(2S,3R)-3-[(R)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(4-methoxy-benzyloxy)-propionyloxy]-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester

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Chemical Property of (2S,3R)-3-[(R)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(4-methoxy-benzyloxy)-propionyloxy]-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester

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Technology Process of (2S,3R)-3-[(R)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(4-methoxy-benzyloxy)-propionyloxy]-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester

There total 13 articles about (2S,3R)-3-[(R)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(4-methoxy-benzyloxy)-propionyloxy]-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester 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:

: 187479-14-7
(2S,4R)-2-[(R)-2-{(R)-1-[(S)-1-((S)-1-Benzyloxycarbonyl-2-methyl-propoxycarbonyl)-ethyl]-octyloxycarbonyl}-1-(4-methoxy-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-pyrrolidine-1-carboxylic acid benzyl ester

: 187479-15-8
(2S,3R)-3-[(R)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(4-methoxy-benzyloxy)-propionyloxy]-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester

Guidance literature:: With hydrogen; W-2 Raney Ni; In ethanol; under 760 Torr;
DOI:10.1021/jo962180u

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 187479-15-8
(2S,3R)-3-[(R)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(4-methoxy-benzyloxy)-propionyloxy]-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: imidazole / dimethylformamide

2: 62 percent / DIBAH / toluene / -78 °C

3: 2.) NaOH, H₂O₂ / 1.) THF, -78 deg C to room temperature

4: 81 percent / TfOH / tetrahydrofuran

5: 74 percent / O₃/PPh₃

6: 100 percent / NaClO₂, 2-methyl-2-butene, NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O

7: 75 percent / EDC, DMAP / CH₂Cl₂

8: 76 percent / O₃/PPh₃

9: 100 percent / NaClO₂, 2-methyl-2-butene

10: 86 percent / EDC, DMAP

11: H₂ / W-2 Raney Ni / ethanol / 760 Torr

With 1H-imidazole; dmap; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; trifluorormethanesulfonic acid; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; W-2 Raney Ni; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1021/jo962180u

Reference yield:

: 114358-14-4
O₁-benzyl O₂-methyl (2S,4R)-4-[tert-butyl(dimethyl)silyl]oxypyrrolidine-1,2-dicarboxylate

: 187479-15-8
(2S,3R)-3-[(R)-3-[(2S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-pyrrolidin-2-yl]-3-(4-methoxy-benzyloxy)-propionyloxy]-2-methyl-decanoic acid (S)-1-carboxy-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 62 percent / DIBAH / toluene / -78 °C

2: 2.) NaOH, H₂O₂ / 1.) THF, -78 deg C to room temperature

3: 81 percent / TfOH / tetrahydrofuran

4: 74 percent / O₃/PPh₃

5: 100 percent / NaClO₂, 2-methyl-2-butene, NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O

6: 75 percent / EDC, DMAP / CH₂Cl₂

7: 76 percent / O₃/PPh₃

8: 100 percent / NaClO₂, 2-methyl-2-butene

9: 86 percent / EDC, DMAP

10: H₂ / W-2 Raney Ni / ethanol / 760 Torr

With dmap; sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; trifluorormethanesulfonic acid; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; W-2 Raney Ni; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1021/jo962180u