(2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-formylamino-pentanoic acid methyl ester

Base Information

Chemical Name:(2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-formylamino-pentanoic acid methyl ester
CAS No.:1054612-93-9
Molecular Formula:C₃₀H₃₇NO₅Si
Molecular Weight:519.713
Hs Code.:

Synonyms:(2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-formylamino-pentanoic acid methyl ester

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Chemical Property of (2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-formylamino-pentanoic acid methyl ester

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Technology Process of (2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-formylamino-pentanoic acid methyl ester

There total 8 articles about (2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-formylamino-pentanoic acid methyl 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:

: 19810-31-2
Benzyloxyacetyl chloride

: 1054612-93-9
(2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-formylamino-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / NEt₃ / CH₂Cl₂ / -78 deg C to RT, 24 h

2: 56 percent / (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0.25 h / -5 °C

3: ClSiMe₃ / 0 deg C to RT, 2 h

4: Ac₂O

With chloro-trimethyl-silane; ammonium cerium(IV) nitrate; acetic anhydride; triethylamine; In dichloromethane; water; acetonitrile;
DOI:10.1021/jo00059a003

Reference yield:

: 87696-33-1
(S)-2-(O-tert-butyldiphenylsilyloxy)propanal

: 1054612-93-9
(2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-formylamino-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: MgSO₄ / CH₂Cl₂ / 4 h / 0 °C

2: NEt₃ / CH₂Cl₂ / -78 deg C to RT, 24 h

3: 75 percent / (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0.25 h / -5 °C

4: ClSiMe₃ / 0 deg C to RT, 2 h

5: Ac₂O

With chloro-trimethyl-silane; ammonium cerium(IV) nitrate; acetic anhydride; magnesium sulfate; triethylamine; In dichloromethane; water; acetonitrile;
DOI:10.1021/jo00059a003

Reference yield:

: 135508-38-2
(3S,4S)-3-Benzyloxy-4-[(S)-1-(tert-butyl-diphenyl-silanyloxy)-ethyl]-1-(4-methoxy-phenyl)-azetidin-2-one

: 1054612-93-9
(2S,3S,4S)-2-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxy)-3-formylamino-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 56 percent / (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0.25 h / -5 °C

2: ClSiMe₃ / 0 deg C to RT, 2 h

3: Ac₂O

With chloro-trimethyl-silane; ammonium cerium(IV) nitrate; acetic anhydride; In water; acetonitrile;
DOI:10.1021/jo00059a003