(2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid ethyl ester

Base Information

Chemical Name:(2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid ethyl ester
CAS No.:159526-71-3
Molecular Formula:C₂₄H₃₂ClN₃O₄Si
Molecular Weight:490.074
Hs Code.:

Synonyms:(2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid ethyl ester

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Chemical Property of (2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid ethyl ester

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Technology Process of (2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid ethyl ester

There total 7 articles about (2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid ethyl 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: 94.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 159526-70-2
(2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester

: 159526-71-3
(2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid ethyl ester

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1016/S0040-4039(00)73315-6

Reference yield:

: 2420-16-8
4-hydroxy-3-chlorobenzaldehyde

: 159526-71-3
(2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / K₂CO₃ / acetone / 2 h / Heating

2: 89 percent / benzene / 1 h / Ambient temperature

3: 91 percent / OsO₄, K₂CO₃, K₃, DHQDpClBz / 2-methyl-propan-2-ol; H₂O / 24 h

4: 87 percent / Et₃N / CH₂Cl₂ / 14 h / 0 °C

5: 81 percent / NaN₃ / dimethylformamide / 12 h / 50 °C

6: 94 percent / 2,4,6-collidine / CH₂Cl₂ / 0.25 h / 0 °C

With 2,4,6-trimethyl-pyridine; osmium(VIII) oxide; sodium azide; potassium carbonate; 10,11-dihydroquinidine p-chlorobenzoate; triethylamine; potassium hexacyanoferrate(III); In dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)73315-6

Reference yield:

: 66422-84-2
4-benzyloxy-3-chlorobenzaldehyde

: 159526-71-3
(2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / benzene / 1 h / Ambient temperature

2: 91 percent / OsO₄, K₂CO₃, K₃, DHQDpClBz / 2-methyl-propan-2-ol; H₂O / 24 h

3: 87 percent / Et₃N / CH₂Cl₂ / 14 h / 0 °C

4: 81 percent / NaN₃ / dimethylformamide / 12 h / 50 °C

5: 94 percent / 2,4,6-collidine / CH₂Cl₂ / 0.25 h / 0 °C

With 2,4,6-trimethyl-pyridine; osmium(VIII) oxide; sodium azide; potassium carbonate; 10,11-dihydroquinidine p-chlorobenzoate; triethylamine; potassium hexacyanoferrate(III); In dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1016/S0040-4039(00)73315-6