(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

Base Information

Chemical Name:(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester
CAS No.:676525-98-7
Molecular Formula:C₄₆H₇₃NO₉Si
Molecular Weight:812.172
Hs Code.:

(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

Synonyms:(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

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Chemical Property of (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

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Technology Process of (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

There total 17 articles about (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-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:

: 99113-30-1
((1S,2R)-1-benzyl-2-hydroxybut-3-enyl)carbamic acid tert-butyl ester

: 676525-98-7
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / imidazole / dimethylformamide / 10 h / 20 °C

2.1: 98 percent / NaH / dimethylformamide / 12 h / 20 °C

3.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

3.2: NaOOH / 3 h / 50 °C

3.3: TEMPO; NaOCl; NaClO₂ / acetonitrile; aq. phosphate buffer / 4.5 h / 20 °C / pH 6.8

4.1: 89 percent / EDCI; DMAP / CH₂Cl₂ / 8 h / 40 °C

5.1: H₂ / Pd(OH)2 / ethanol / 1 h / 20 °C / 760 Torr

6.1: 97 percent / EDCI; DMAP / CH₂Cl₂ / 12 h / 20 °C

With 1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 676525-98-7
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / imidazole / dimethylformamide / 10 h / 20 °C

2.1: 98 percent / NaH / dimethylformamide / 12 h / 20 °C

3.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C

3.2: NaOOH / 3 h / 50 °C

3.3: TEMPO; NaOCl; NaClO₂ / acetonitrile; aq. phosphate buffer / 4.5 h / 20 °C / pH 6.8

4.1: 89 percent / EDCI; DMAP / CH₂Cl₂ / 8 h / 40 °C

5.1: H₂ / Pd(OH)2 / ethanol / 1 h / 20 °C / 760 Torr

6.1: 97 percent / EDCI; DMAP / CH₂Cl₂ / 12 h / 20 °C

With 1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 101249-11-0,145362-91-0,145362-93-2
(2S,3R)-3-Hydroxy-2-methyl-pent-4-enoic acid methyl ester

: 676525-98-7
(2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 42 percent / Candida antarctica (fraction B) / toluene / 60 h / 20 °C

2: 85 percent / K₂CO₃ / methanol / 1 h / 20 °C

3: 71 percent / chiral ruthenium complex / CH₂Cl₂ / 12 h / 20 °C

4: 82 percent / H₂ / Pd/C / ethanol / 2 h / 760 Torr

5: aq. NaOH / methanol / 5 h / 20 °C

6: Cs₂CO₃ / dimethylformamide / 12 h / 20 °C

7: 89 percent / EDCI; DMAP / CH₂Cl₂ / 8 h / 40 °C

8: H₂ / Pd(OH)2 / ethanol / 1 h / 20 °C / 760 Torr

9: 97 percent / EDCI; DMAP / CH₂Cl₂ / 12 h / 20 °C

With dmap; sodium hydroxide; Candida antarctica (fraction B); hydrogen; potassium carbonate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;