2,5-anhydro-3-O-benzoyl-4-O-benzyl-1-[(tert-butoxycarbonyl)amino]-1-deoxy-6-O-(methylsulfonyl)-5-C-[(methylsulfonyloxy)methyl]-D-allitol

Base Information

Chemical Name:2,5-anhydro-3-O-benzoyl-4-O-benzyl-1-[(tert-butoxycarbonyl)amino]-1-deoxy-6-O-(methylsulfonyl)-5-C-[(methylsulfonyloxy)methyl]-D-allitol
CAS No.:904670-67-3
Molecular Formula:C₂₈H₃₇NO₁₂S₂
Molecular Weight:643.733
Hs Code.:

Synonyms:2,5-anhydro-3-O-benzoyl-4-O-benzyl-1-[(tert-butoxycarbonyl)amino]-1-deoxy-6-O-(methylsulfonyl)-5-C-[(methylsulfonyloxy)methyl]-D-allitol

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Chemical Property of 2,5-anhydro-3-O-benzoyl-4-O-benzyl-1-[(tert-butoxycarbonyl)amino]-1-deoxy-6-O-(methylsulfonyl)-5-C-[(methylsulfonyloxy)methyl]-D-allitol

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Technology Process of 2,5-anhydro-3-O-benzoyl-4-O-benzyl-1-[(tert-butoxycarbonyl)amino]-1-deoxy-6-O-(methylsulfonyl)-5-C-[(methylsulfonyloxy)methyl]-D-allitol

There total 3 articles about 2,5-anhydro-3-O-benzoyl-4-O-benzyl-1-[(tert-butoxycarbonyl)amino]-1-deoxy-6-O-(methylsulfonyl)-5-C-[(methylsulfonyloxy)methyl]-D-allitol 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:

: 904670-65-1
2,5-anhydro-4-O-benzyl-1-[(tert-butoxycarbonyl)amino]-1-deoxy-5-C-(hydroxymethyl)-D-allitol

: 904670-67-3
2,5-anhydro-3-O-benzoyl-4-O-benzyl-1-[(tert-butoxycarbonyl)amino]-1-deoxy-6-O-(methylsulfonyl)-5-C-[(methylsulfonyloxy)methyl]-D-allitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: p-toluenesulfonic acid / tetrahydrofuran / 2 h / 20 °C

1.2: 84 percent / TEA / CH₂Cl₂ / 16 h / 20 °C

2.1: p-toluenesulfonic acid / methanol / 0.75 h

2.2: 73 percent / TEA / CH₂Cl₂ / 3.5 h

With toluene-4-sulfonic acid; In tetrahydrofuran; methanol;
DOI:10.1002/ejoc.200500977

Reference yield:

: 904670-64-0
3-O-acetyl-2,5-anhydro-6-O-benzoyl-5-C-[(benzoyloxy)methyl]-4-O-benzyl-D-allononitrile

: 904670-67-3
2,5-anhydro-3-O-benzoyl-4-O-benzyl-1-[(tert-butoxycarbonyl)amino]-1-deoxy-6-O-(methylsulfonyl)-5-C-[(methylsulfonyloxy)methyl]-D-allitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃*S(Me)2 / tetrahydrofuran / 16 h / 20 °C

1.2: aq. HCl / tetrahydrofuran / 0.5 h / 20 °C

1.3: 56 percent / aq. NaOH / ethanol; CH₂Cl₂ / 16 h / 20 °C

2.1: p-toluenesulfonic acid / tetrahydrofuran / 2 h / 20 °C

2.2: 84 percent / TEA / CH₂Cl₂ / 16 h / 20 °C

3.1: p-toluenesulfonic acid / methanol / 0.75 h

3.2: 73 percent / TEA / CH₂Cl₂ / 3.5 h

With dimethylsulfide borane complex; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;
DOI:10.1002/ejoc.200500977

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 904670-67-3
2,5-anhydro-3-O-benzoyl-4-O-benzyl-1-[(tert-butoxycarbonyl)amino]-1-deoxy-6-O-(methylsulfonyl)-5-C-[(methylsulfonyloxy)methyl]-D-allitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃*S(Me)2 / tetrahydrofuran / 16 h / 20 °C

1.2: aq. HCl / tetrahydrofuran / 0.5 h / 20 °C

1.3: 56 percent / aq. NaOH / ethanol; CH₂Cl₂ / 16 h / 20 °C

2.1: p-toluenesulfonic acid / tetrahydrofuran / 2 h / 20 °C

2.2: 84 percent / TEA / CH₂Cl₂ / 16 h / 20 °C

3.1: p-toluenesulfonic acid / methanol / 0.75 h

3.2: 73 percent / TEA / CH₂Cl₂ / 3.5 h

With dimethylsulfide borane complex; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;
DOI:10.1002/ejoc.200500977