(S)-3-(4-{5-[(S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenoxy}-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

Base Information

Chemical Name:(S)-3-(4-{5-[(S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenoxy}-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester
CAS No.:148117-28-6
Molecular Formula:C₃₇H₅₀N₄O₇Si
Molecular Weight:690.912
Hs Code.:

(S)-3-(4-{5-[(S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenoxy}-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

Synonyms:(S)-3-(4-{5-[(S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenoxy}-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-3-(4-{5-[(S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenoxy}-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (S)-3-(4-{5-[(S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenoxy}-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

There total 12 articles about (S)-3-(4-{5-[(S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenoxy}-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl 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: 90.0%

: (S)-2-tert-Butoxycarbonylamino-3-(4-{5-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxy-propyl]-2-methoxy-phenoxy}-phenyl)-propionic acid benzyl ester

: 148117-28-6
(S)-3-(4-{5-[(S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenoxy}-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 90 ℃; for 4h;
DOI:10.1016/0040-4039(93)85034-T

Reference yield:

: 3958-82-5
2-bromo-1,4-benzoquinone

: 148117-28-6
(S)-3-(4-{5-[(S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenoxy}-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 80 percent / KF / dimethylformamide / 90 °C

2: 100 percent / Na₂S₂O₄ / H₂O; CHCl₃ / 1 h / Ambient temperature

3: 80 percent / Et₃N / CH₂Cl₂ / 5 h / 0 °C

4: 87 percent / K₂CO₃ / acetone / 2 h / Heating

5: 97 percent / Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

6: pyridine / CH₂Cl₂ / 2 h

7: 80 percent / LiCl, Pd(PPh₃)4 / dioxane / 12 h / Heating

8: dihydroquinidine-p-chlorobenzoate, OsO₄, K₃Fe(CN)6, K₂CO₃ / 2-methyl-propan-2-ol; H₂O / 24 h / Ambient temperature

9: 70 percent / imidazole, dimethylaminopyridine / CH₂Cl₂ / 3 h / Ambient temperature

10: 91 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

11: 90 percent / NaN₃ / dimethylformamide / 4 h / 90 °C

With pyridine; 1H-imidazole; dmap; potassium fluoride; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; sodium dithionite; dihydroquinidine 9-O-(4-chlorobenzoate); tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; lithium chloride; potassium hexacyanoferrate(III); In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1016/0040-4039(93)85034-T

Reference yield:

: 19391-35-6
N-tert-butoxycarbonyl-L-tyrosine benzyl ester

: 148117-28-6
(S)-3-(4-{5-[(S)-2-Azido-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-methoxy-phenoxy}-phenyl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 80 percent / KF / dimethylformamide / 90 °C

2: 100 percent / Na₂S₂O₄ / H₂O; CHCl₃ / 1 h / Ambient temperature

3: 80 percent / Et₃N / CH₂Cl₂ / 5 h / 0 °C

4: 87 percent / K₂CO₃ / acetone / 2 h / Heating

5: 97 percent / Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

6: pyridine / CH₂Cl₂ / 2 h

7: 80 percent / LiCl, Pd(PPh₃)4 / dioxane / 12 h / Heating

8: dihydroquinidine-p-chlorobenzoate, OsO₄, K₃Fe(CN)6, K₂CO₃ / 2-methyl-propan-2-ol; H₂O / 24 h / Ambient temperature

9: 70 percent / imidazole, dimethylaminopyridine / CH₂Cl₂ / 3 h / Ambient temperature

10: 91 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

11: 90 percent / NaN₃ / dimethylformamide / 4 h / 90 °C

With pyridine; 1H-imidazole; dmap; potassium fluoride; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium azide; sodium dithionite; dihydroquinidine 9-O-(4-chlorobenzoate); tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; lithium chloride; potassium hexacyanoferrate(III); In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.1016/0040-4039(93)85034-T