3-[(2S,3R,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methylene-tetrahydro-pyran-3-yl]-1,1-dimethyl-urea

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Chemical Name:3-[(2S,3R,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methylene-tetrahydro-pyran-3-yl]-1,1-dimethyl-urea
CAS No.:139573-26-5
Molecular Formula:C₂₃H₃₈N₂O₅Si
Molecular Weight:450.651
Hs Code.:

Synonyms:3-[(2S,3R,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methylene-tetrahydro-pyran-3-yl]-1,1-dimethyl-urea

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Chemical Property of 3-[(2S,3R,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methylene-tetrahydro-pyran-3-yl]-1,1-dimethyl-urea

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Technology Process of 3-[(2S,3R,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methylene-tetrahydro-pyran-3-yl]-1,1-dimethyl-urea

There total 8 articles about 3-[(2S,3R,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methylene-tetrahydro-pyran-3-yl]-1,1-dimethyl-urea 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: 96.0%

: 139573-25-4
3-[(2S,3R,4R,5S,6S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-iodomethyl-2-methoxy-tetrahydro-pyran-3-yl]-1,1-dimethyl-urea

: 139573-26-5
3-[(2S,3R,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methylene-tetrahydro-pyran-3-yl]-1,1-dimethyl-urea

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)93444-0

Reference yield:

: 99679-74-0
2-amino-4,6-O-benzylidene-3-O-(N-propylcarbamoyl)-2-deoxy-α-D-glucopyranoside

: 139573-26-5
3-[(2S,3R,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methylene-tetrahydro-pyran-3-yl]-1,1-dimethyl-urea

Guidance literature:: Multi-step reaction with 7 steps

1: BaO, Ba(OH)2 / dimethylformamide

2: KOH, MeOC₂H₄OH / methanol; dioxane

3: NEt₃ / CH₂Cl₂

4: aq. AcOH

5: N-iodosuccinimide, PPh₃ / tetrahydrofuran

6: 2,6-lutidine / CH₂Cl₂

7: 96 percent / t-BuOK / tetrahydrofuran

With 2,6-dimethylpyridine; barium dihydroxide; potassium hydroxide; N-iodo-succinimide; 2-methoxy-ethanol; potassium tert-butylate; acetic acid; triethylamine; triphenylphosphine; barium(II) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)93444-0

Reference yield:

: 34299-66-6
methyl 2-desoxy-2-(methoxycarbonylamino)-α-D-glucopyranoside

: 139573-26-5
3-[(2S,3R,4R,5S)-4-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methylene-tetrahydro-pyran-3-yl]-1,1-dimethyl-urea

Guidance literature:: Multi-step reaction with 8 steps

1: pTsOH / dimethylformamide

2: BaO, Ba(OH)2 / dimethylformamide

3: KOH, MeOC₂H₄OH / methanol; dioxane

4: NEt₃ / CH₂Cl₂

5: aq. AcOH

6: N-iodosuccinimide, PPh₃ / tetrahydrofuran

7: 2,6-lutidine / CH₂Cl₂

8: 96 percent / t-BuOK / tetrahydrofuran

With 2,6-dimethylpyridine; barium dihydroxide; potassium hydroxide; N-iodo-succinimide; 2-methoxy-ethanol; potassium tert-butylate; toluene-4-sulfonic acid; acetic acid; triethylamine; triphenylphosphine; barium(II) oxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)93444-0