Benzoic acid (1S,2S,3R)-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-methylcarbamoyl-propyl ester

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Chemical Name:Benzoic acid (1S,2S,3R)-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-methylcarbamoyl-propyl ester
CAS No.:173066-61-0
Molecular Formula:C₄₂H₅₃NO₇S₂Si
Molecular Weight:776.103
Hs Code.:

Benzoic acid (1S,2S,3R)-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-methylcarbamoyl-propyl ester

Synonyms:Benzoic acid (1S,2S,3R)-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-methylcarbamoyl-propyl ester

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Chemical Property of Benzoic acid (1S,2S,3R)-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-methylcarbamoyl-propyl ester

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Technology Process of Benzoic acid (1S,2S,3R)-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-methylcarbamoyl-propyl ester

There total 12 articles about Benzoic acid (1S,2S,3R)-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-methylcarbamoyl-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:

: 173066-59-6
Benzoic acid (2R,4R,5S,6S)-4-(bis-ethylsulfanyl-methyl)-6-[(R)-(tert-butyl-diphenyl-silanyloxy)-methylcarbamoyl-methyl]-2-(4-methoxy-phenyl)-[1,3]dioxan-5-yl ester

: 173066-61-0
Benzoic acid (1S,2S,3R)-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-methylcarbamoyl-propyl ester

Guidance literature:: With chloro-trimethyl-silane; 4 A molecular sieve; sodium cyanoborohydride; In acetonitrile; at 0 ℃; for 2h; Yield given;
DOI:10.1016/0040-4039(95)01810-5

Reference yield:

: 14362-29-9
α-D-glucurono-γ-lactone

: 173066-61-0
Benzoic acid (1S,2S,3R)-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-methylcarbamoyl-propyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: H₂SO₄ / 4 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 1 h / -20 °C

3: F₃CCO₂Na / dimethylformamide / 0.5 h / Ambient temperature

4: H₂O

5: conc. HCl / 1 h / 4 °C

6: pyridine

7: 86 percent / p-TsOH*H₂O, drierite / 3 h

8: tetrahydrofuran / 0.25 h / 4 °C

9: 92 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

10: 90 percent / Et₃N, DMAP / CH₂Cl₂ / 168 h / Ambient temperature

11: NaB(CN)H₃, TMSCl, 4 Angstroem molecular sieves / acetonitrile / 2 h / 0 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; calcium sulfate; chloro-trimethyl-silane; 4 A molecular sieve; sulfuric acid; water; sodium 2,2,2-trifluoroacetate; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4039(95)01810-5

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 173066-61-0
Benzoic acid (1S,2S,3R)-1-[(R)-2,2-bis-ethylsulfanyl-1-(4-methoxy-benzyloxy)-ethyl]-3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-3-methylcarbamoyl-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / p-TsOH*H₂O, drierite / 3 h

2: tetrahydrofuran / 0.25 h / 4 °C

3: 92 percent / imidazole / dimethylformamide / 8 h / Ambient temperature

4: 90 percent / Et₃N, DMAP / CH₂Cl₂ / 168 h / Ambient temperature

5: NaB(CN)H₃, TMSCl, 4 Angstroem molecular sieves / acetonitrile / 2 h / 0 °C

With 1H-imidazole; dmap; calcium sulfate; chloro-trimethyl-silane; 4 A molecular sieve; sodium cyanoborohydride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4039(95)01810-5