2-azido-5-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-1-O-pivaloyl-3-O-triisopropylsilyl-D-sorbitol

Base Information

• Chemical Name: 2-azido-5-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-1-O-pivaloyl-3-O-triisopropylsilyl-D-sorbitol
• CAS No.: 1338594-64-1
• Molecular Formula: C₃₅H₅₅N₃O₇Si
• Molecular Weight: 657.923

Synonyms:2-azido-5-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-1-O-pivaloyl-3-O-triisopropylsilyl-D-sorbitol

Chemical Property of 2-azido-5-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-1-O-pivaloyl-3-O-triisopropylsilyl-D-sorbitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-azido-5-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-1-O-pivaloyl-3-O-triisopropylsilyl-D-sorbitol

There total 9 articles about 2-azido-5-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-1-O-pivaloyl-3-O-triisopropylsilyl-D-sorbitol 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:

C35H53N3O7Si → 2-azido-5-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-1-O-pivaloyl-3-O-triisopropylsilyl-D-sorbitol (1338594-64-1)

Guidance literature:

With di-n-butylboryl trifluoromethanesulfonate; diborane; at 0 ℃;

DOI:10.1021/ol202528k

Reference yield:

2-azido-2-deoxy-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-D-sorbitol (1338594-63-0) → 2-azido-5-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-1-O-pivaloyl-3-O-triisopropylsilyl-D-sorbitol (1338594-64-1)

Guidance literature:

Multi-step reaction with 3 steps

1: camphor-10-sulfonic acid / acetonitrile

2: pyridine; dmap

3: di-n-butylboryl trifluoromethanesulfonate; diborane / 0 °C

With pyridine; dmap; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; diborane; In acetonitrile;

DOI:10.1021/ol202528k

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → 2-azido-5-O-benzyl-2-deoxy-4-O-p-methoxybenzyl-1-O-pivaloyl-3-O-triisopropylsilyl-D-sorbitol (1338594-64-1)

Guidance literature:

Multi-step reaction with 3 steps

1: camphor-10-sulfonic acid / acetonitrile

2: pyridine; dmap

3: di-n-butylboryl trifluoromethanesulfonate; diborane / 0 °C

With pyridine; dmap; di-n-butylboryl trifluoromethanesulfonate; camphor-10-sulfonic acid; diborane; In acetonitrile;

DOI:10.1021/ol202528k

upstream raw materials:

2-azido-2-deoxy-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-D-sorbitol

benzaldehyde dimethyl acetal

phenyl 2-azido-2-deoxy-3,4,6-tri-O-acetyl-1-thio-α/β-D-glucopyranoside

phenyl 2-azido-2-deoxy-1-thio-α/β-D-glucopyranoside

Downstream raw materials:

(2S,3R,4R,5R)-6-(allyloxy)-2-azido-5-(benzyloxy)-4-O-p-methoxybenzyl-3-O-triisopropylsilyl-hexyl 2-hydroxy-6-vinylbenzoate

C₃₇H₄₅N₃O₈

C₄₉H₆₃N₃O₈Si

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