N-[(2S,3R,4R,5S,6S)-5-Azido-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide

Base Information

Chemical Name:N-[(2S,3R,4R,5S,6S)-5-Azido-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide
CAS No.:866332-95-8
Molecular Formula:C₂₂H₃₆N₄O₅Si
Molecular Weight:464.637
Hs Code.:

Synonyms:N-[(2S,3R,4R,5S,6S)-5-Azido-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide

Suppliers and Price of N-[(2S,3R,4R,5S,6S)-5-Azido-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide

Supply Marketing:

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

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Chemical Property of N-[(2S,3R,4R,5S,6S)-5-Azido-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide

Chemical Property:

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

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Technology Process of N-[(2S,3R,4R,5S,6S)-5-Azido-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide

There total 7 articles about N-[(2S,3R,4R,5S,6S)-5-Azido-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide 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: 62.0%

: 866332-93-6
N-[(2S,3R,4R,5R,6R)-4-Benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl]-acetamide

: 866332-95-8
N-[(2S,3R,4R,5S,6S)-5-Azido-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: With diphenyl-phosphinic acid; triphenylphosphine; diethylazodicarboxylate; In dichloromethane;
DOI:10.1016/j.tetlet.2005.07.081

Reference yield:

: 866332-91-4
N-[4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-5-oxo-tetrahydro-pyran-3-yl]-acetamide

: 866332-95-8
N-[(2S,3R,4R,5S,6S)-5-Azido-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / L-selectride / tetrahydrofuran / -78 °C

2: 62 percent / DPPA; DEAD; PPh₃ / CH₂Cl₂

With diphenyl-phosphinic acid; L-Selectride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.07.081

Reference yield:

: 866332-89-0
N-[(2S,3R,4R,5S,6R)-4-Benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-2-methoxy-tetrahydro-pyran-3-yl]-acetamide

: 866332-95-8
N-[(2S,3R,4R,5S,6S)-5-Azido-4-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-yl]-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / TPAP; NMO; 4A MS / CH₂Cl₂

2: 80 percent / L-selectride / tetrahydrofuran / -78 °C

3: 62 percent / DPPA; DEAD; PPh₃ / CH₂Cl₂

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; diphenyl-phosphinic acid; L-Selectride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2005.07.081