1-amino-1,4-anhydro-N-benzyl-5-O-tertbutyldimethylsilyl-1-deoxy-2,3-O-isopropylidene-D-ribitol

Base Information

• Chemical Name: 1-amino-1,4-anhydro-N-benzyl-5-O-tertbutyldimethylsilyl-1-deoxy-2,3-O-isopropylidene-D-ribitol
• CAS No.: 153172-30-6
• Molecular Formula: C₂₁H₃₅NO₃Si
• Molecular Weight: 377.599
• Mol file: 153172-30-6.mol

Synonyms:1-amino-1,4-anhydro-N-benzyl-5-O-tertbutyldimethylsilyl-1-deoxy-2,3-O-isopropylidene-D-ribitol

Chemical Property of 1-amino-1,4-anhydro-N-benzyl-5-O-tertbutyldimethylsilyl-1-deoxy-2,3-O-isopropylidene-D-ribitol

Chemical Property:

• Boiling Point: 425.2±35.0 °C(Predicted)
• Density: 1.006±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-amino-1,4-anhydro-N-benzyl-5-O-tertbutyldimethylsilyl-1-deoxy-2,3-O-isopropylidene-D-ribitol

There total 11 articles about 1-amino-1,4-anhydro-N-benzyl-5-O-tertbutyldimethylsilyl-1-deoxy-2,3-O-isopropylidene-D-ribitol 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: 98.0%

tert-butyldimethylsilyl chloride (18162-48-6) + N-benzyl-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol (117858-84-1) → 1-amino-1,4-anhydro-N-benzyl-5-O-tertbutyldimethylsilyl-1-deoxy-2,3-O-isopropylidene-D-ribitol (153172-30-6)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 10h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.07.043

Reference yield: 92.0%

2-(tertbutyldimethylsilayloxy)-1-1(5-methanesulfonyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester + benzylamine (100-46-9) → 1-amino-1,4-anhydro-N-benzyl-5-O-tertbutyldimethylsilyl-1-deoxy-2,3-O-isopropylidene-D-ribitol (153172-30-6)

Guidance literature:

at 70 ℃; for 48h;

Reference yield:

methanesulfonic acid 2-(tert-butyldimethylsilayloxy)-1-1-(5-methanesulfonyloxymethyl-2,2-dimethyl[1,3]dioxolan-4-yl)ethyl ester + benzylamine (100-46-9) → 1-amino-1,4-anhydro-N-benzyl-5-O-tertbutyldimethylsilyl-1-deoxy-2,3-O-isopropylidene-D-ribitol (153172-30-6)

Guidance literature:

at 70 ℃; for 48h;

upstream raw materials:

tert-butyldimethylsilyl chloride

N-benzyl-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol

benzylamine

(3R,4R,5R)-4,5-dihydro-3,4-(O,O)-isopropylidene-5-mesyloxymethyl-2-(3H)-furanone

Downstream raw materials:

N-benzyl-5-O-tert-butyldimethylsilyl-4-deoxy-2,3-O-isopropylidene-D-ribono-1,4-lactam

N-benzyl-4-deoxy-2,3-O-isopropylidene-5-O-methanesulfonyl-D-ribono-1,4-lactam

S-(N-benzyl-4,5-dideoxy-2,3-O-isopropylidene-D-ribono-1,4-lactam-5-yl)-N-(tert-butoxycarbonyl)-1-homocysteine tert-butyl ester

1S-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1-C-[(4-methyoxypyrrolo[3,2-d]pyrimidin-9-N-(benzyloxomethyl)-7-yl)]-1,4-imino-2,3-O-isopropylidine-D-ribitol