3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol

Base Information

• Chemical Name: 3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol
• CAS No.: 1206111-51-4
• Molecular Formula: C₃₀H₄₇NO₇Si
• Molecular Weight: 561.791

Synonyms:3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol

Chemical Property of 3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol

Chemical Property:

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Technology Process of 3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol

There total 1 articles about 3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol 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%

di-tert-butyl dicarbonate (24424-99-5) + 4-azido-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol (1206111-37-6) → 3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol (1206111-51-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 16h; under 750.075 Torr;

DOI:10.1002/ejoc.200900971

Reference yield: 88.0%

3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol (1206111-51-4) → 2-azido-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-2,4-deoxy-5-O-(4-methoxyphenyl)-L-ribitol (1206111-55-8)

Guidance literature:

With hydrogen azide; di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 0 - 20 ℃; for 16.5h;

DOI:10.1002/ejoc.200900971

Reference yield:

3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol (1206111-51-4) + methanesulfonyl chloride (124-63-0) → C31H49NO9SSi (1206111-87-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1002/ejoc.200900971

upstream raw materials:

di-tert-butyl dicarbonate

4-azido-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-deoxy-5-O-(4-methoxyphenyl)-L-arabinitol

Downstream raw materials:

2-azido-3-O-benzyl-1-O-(tert-butyldimethylsilyl)-4-[(tert-butyloxycarbonyl)amino]-2,4-deoxy-5-O-(4-methoxyphenyl)-L-ribitol

C₃₁H₄₉NO₉SSi

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