1-O-acetyl-3,4-di-O-benzyl-6-[(tert-butyloxycarbonyl)amino]-2,5-[(tert-butyloxycarbonyl)imino]-2,5,6-trideoxy-D-glucitol

Base Information

• Chemical Name: 1-O-acetyl-3,4-di-O-benzyl-6-[(tert-butyloxycarbonyl)amino]-2,5-[(tert-butyloxycarbonyl)imino]-2,5,6-trideoxy-D-glucitol
• CAS No.: 184017-37-6
• Molecular Formula: C₃₂H₄₄N₂O₈
• Molecular Weight: 584.71

Synonyms:1-O-acetyl-3,4-di-O-benzyl-6-[(tert-butyloxycarbonyl)amino]-2,5-[(tert-butyloxycarbonyl)imino]-2,5,6-trideoxy-D-glucitol

Chemical Property of 1-O-acetyl-3,4-di-O-benzyl-6-[(tert-butyloxycarbonyl)amino]-2,5-[(tert-butyloxycarbonyl)imino]-2,5,6-trideoxy-D-glucitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-acetyl-3,4-di-O-benzyl-6-[(tert-butyloxycarbonyl)amino]-2,5-[(tert-butyloxycarbonyl)imino]-2,5,6-trideoxy-D-glucitol

There total 1 articles about 1-O-acetyl-3,4-di-O-benzyl-6-[(tert-butyloxycarbonyl)amino]-2,5-[(tert-butyloxycarbonyl)imino]-2,5,6-trideoxy-D-glucitol 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: 60.0%

acetic acid (64-19-7,77671-22-8) + (2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine (156856-23-4) → 2-O-acetyl-6-[(tert-butyloxycarbonyl)amino]-3,4-di-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,5,6-trideoxy-D-mannitol + 1-O-acetyl-3,4-di-O-benzyl-6-[(tert-butyloxycarbonyl)amino]-2,5-[(tert-butyloxycarbonyl)imino]-2,5,6-trideoxy-D-glucitol (184017-37-6)

Guidance literature:

at 20 ℃; for 2h;

DOI:10.1016/S0968-0896(99)00267-9

Reference yield: 100.0%

1-O-acetyl-3,4-di-O-benzyl-6-[(tert-butyloxycarbonyl)amino]-2,5-[(tert-butyloxycarbonyl)imino]-2,5,6-trideoxy-D-glucitol (184017-37-6) → (2R,3R,4R,5S)-3,4-Bis-benzyloxy-2-(tert-butoxycarbonylamino-methyl)-5-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (184017-39-8)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 15h;

DOI:10.1016/S0040-4039(98)00817-X

Reference yield: 100.0%

trifluoroacetic acid (76-05-1) + 1-O-acetyl-3,4-di-O-benzyl-6-[(tert-butyloxycarbonyl)amino]-2,5-[(tert-butyloxycarbonyl)imino]-2,5,6-trideoxy-D-glucitol (184017-37-6) → 1-O-acetyl-6-amino-3,4-di-O-benzyl-2,5-imino-2,5,6-trideoxy-D-glucitol bis(trifluoroacetate)

Guidance literature:

In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0968-0896(99)00267-9

upstream raw materials:

acetic acid

(2S,2'S)-<(1R,2R)-1,2-dibenzyloxy-ethan-diyl>bis(1-tert-butoxycarbonyl)-aziridine

Downstream raw materials:

(2R,3R,4R,5S)-3,4-Bis-benzyloxy-2-(tert-butoxycarbonylamino-methyl)-5-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

Acetic acid (2S,3R,4R,5R)-5-aminomethyl-3,4-bis-benzyloxy-pyrrolidin-2-ylmethyl ester

1-O-acetyl-6-N-acetylamino-3,4-di-O-benzyl-2,5-imino-2,5,6-trideoxy-D-glucitol

(2R,3R,4R,5S)-2-(Acetylamino-methyl)-3,4-bis-benzyloxy-5-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester

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