(2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde

Base Information

Chemical Name:(2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde
CAS No.:761407-84-5
Molecular Formula:C₂₈H₃₃N₃O₄Si
Molecular Weight:503.673
Hs Code.:

Synonyms:(2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde

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Chemical Property of (2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde

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Technology Process of (2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde

There total 3 articles about (2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde 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: 92.0%

: 761408-03-1
(2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butan-1-ol

: 761407-84-5
(2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde

Guidance literature:: (2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butan-1-ol; With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1.5h;

With sodium hydroxide; In diethyl ether; dichloromethane; water; at 20 ℃;
DOI:10.1021/ol049183a

Reference yield:

: 761408-02-0
Benzoic acid (2S,3S)-3-azido-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl ester

: 761407-84-5
(2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 75 percent / NaHCO₃ / La(OTf)3 / toluene / 2 h

2.1: 81 percent / NaOMe / methanol / 1 h / 20 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

3.2: 92 percent / NaOH / CH₂Cl₂; H₂O; diethyl ether / 20 °C

With sodium methylate; sodium hydrogencarbonate; Dess-Martin periodane; lanthanum(lll) triflate; In methanol; dichloromethane; toluene;
DOI:10.1021/ol049183a

Reference yield:

: 761407-83-4
Benzoic acid (2S,3S)-3-azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyl ester

: 761407-84-5
(2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: 81 percent / NaOMe / methanol / 1 h / 20 °C

2.1: Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

2.2: 92 percent / NaOH / CH₂Cl₂; H₂O; diethyl ether / 20 °C

With sodium methylate; Dess-Martin periodane; In methanol; dichloromethane;
DOI:10.1021/ol049183a