(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl ester

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Chemical Name:(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl ester
CAS No.:870192-73-7
Molecular Formula:C₄₄H₇₁NO₆Si
Molecular Weight:738.136
Hs Code.:

(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl ester

Synonyms:(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl ester

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Chemical Property of (S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl ester

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Technology Process of (S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl ester

There total 4 articles about (S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl 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:

: 870192-69-1
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (2S,3S,4S)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

: 870192-73-7
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / imidazole / dimethylformamide / 0.25 h / 25 °C

2.1: 50 percent / LHMDS / tetrahydrofuran / 0.17 h / -40 °C

3.1: KBr; NaHCO₃; aq. NaClO / TEMPO / CH₂Cl₂ / 0.75 h / 0 °C

4.1: NaHMDS / tetrahydrofuran / 0.17 h / 0 °C

4.2: tetrahydrofuran / 0.25 h

With 1H-imidazole; sodium hypochlorite; sodium hexamethyldisilazane; sodium hydrogencarbonate; potassium bromide; lithium hexamethyldisilazane; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4.2: Wittig reaction;
DOI:10.1016/j.tetlet.2005.09.037

Reference yield:

: (S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (2S,3S,4S)-3,5-diisopropoxy-2,4-dimethyl-pentyl ester

: 870192-73-7
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / aq. acetic acid / tetrahydrofuran / 12 h / 25 °C

2.1: 95 percent / imidazole / dimethylformamide / 0.25 h / 25 °C

3.1: 50 percent / LHMDS / tetrahydrofuran / 0.17 h / -40 °C

4.1: KBr; NaHCO₃; aq. NaClO / TEMPO / CH₂Cl₂ / 0.75 h / 0 °C

5.1: NaHMDS / tetrahydrofuran / 0.17 h / 0 °C

5.2: tetrahydrofuran / 0.25 h

With 1H-imidazole; sodium hypochlorite; sodium hexamethyldisilazane; sodium hydrogencarbonate; acetic acid; potassium bromide; lithium hexamethyldisilazane; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 5.2: Wittig reaction;
DOI:10.1016/j.tetlet.2005.09.037

Reference yield:

: 870192-70-4
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (2S,3R,4S)-5-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2,4-dimethyl-pentyl ester

: 870192-73-7
(S)-3-Benzyloxy-2-benzyloxycarbonylamino-propionic acid (Z)-(1R,2S)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-2-methyl-hexadec-3-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 50 percent / LHMDS / tetrahydrofuran / 0.17 h / -40 °C

2.1: KBr; NaHCO₃; aq. NaClO / TEMPO / CH₂Cl₂ / 0.75 h / 0 °C

3.1: NaHMDS / tetrahydrofuran / 0.17 h / 0 °C

3.2: tetrahydrofuran / 0.25 h

With sodium hypochlorite; sodium hexamethyldisilazane; sodium hydrogencarbonate; potassium bromide; lithium hexamethyldisilazane; 2,2,6,6-tetramethyl-piperidine-N-oxyl; In tetrahydrofuran; dichloromethane; 3.2: Wittig reaction;
DOI:10.1016/j.tetlet.2005.09.037