N-[(2R,3R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide

Base Information

• Chemical Name: N-[(2R,3R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide
• CAS No.: 100933-65-1
• Molecular Formula: C₃₃H₆₃NO₈SSi₃
• Molecular Weight: 718.188

Synonyms:

Chemical Property of N-[(2R,3R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(2R,3R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide

There total 3 articles about N-[(2R,3R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide 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: 70.0%

methanol (67-56-1) + (1S,3R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(toluene-4-sulfonyl)-2-oxa-8-aza-bicyclo[4.2.0]octan-7-one (100924-13-8) → N-[(2R,3R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide (100933-65-1)

Guidance literature:

for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)96639-6

Reference yield:

tri-O-(tert-butyldimethylsilyl)-D-glucal (79999-47-6) → N-[(2R,3R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide (100933-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 20 h / 7.5006E+06 - 8.25066E+06 / Ambient temperature

2: 70 percent / 1 h / Ambient temperature

In diethyl ether;

DOI:10.1016/S0040-4020(01)96639-6

Reference yield:

Tosyl isocyanate (4083-64-1) → N-[(2R,3R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran-3-carbonyl]-4-methyl-benzenesulfonamide (100933-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 20 h / 7.5006E+06 - 8.25066E+06 / Ambient temperature

2: 70 percent / 1 h / Ambient temperature

In diethyl ether;

DOI:10.1016/S0040-4020(01)96639-6

upstream raw materials:

methanol

(1S,3R,4R,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(toluene-4-sulfonyl)-2-oxa-8-aza-bicyclo[4.2.0]octan-7-one

Tosyl isocyanate

tri-O-(tert-butyldimethylsilyl)-D-glucal

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