allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside
CAS No.:915150-07-1
Molecular Formula:C₆₆H₇₈O₁₃Si
Molecular Weight:1107.42
Hs Code.:

Synonyms:allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

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Chemical Property of allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

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Technology Process of allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

There total 8 articles about allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside 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%

: 883878-61-3
1-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl] trichloroacetimidate

: 346441-51-8
1-O-allyl-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranose

: 915150-07-1
allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/jo061233x

Reference yield:

: 14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4
2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

: 915150-07-1
allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 2,6-lutidine / CH₂Cl₂ / 72 h / 20 °C

2: 2.40 g / NaOMe / methanol / 24 h / 24 °C

3: 66 percent / imidazole / dimethylformamide / 0 - 20 °C

4: 95 percent / imidazole; NaH / dimethylformamide / 0 - 20 °C

5: acetic acid / tetrahydrofuran / 4 h / 20 °C

6: 2.53 g / DBU / CH₂Cl₂ / 0.25 h / 0 °C

7: 98 percent / TMSOTf / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; sodium methylate; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo061233x

Reference yield:

: 883878-96-4
3,4-di-O-benzyl-1,2-O-(α-methoxybenzylidene)-6-O-(triisopropylsilyl)-β-D-mannopyranose

: 915150-07-1
allyl 6-O-[2-O-benzoyl-3,4-di-O-benzyl-6-O-(triisopropylsilyl)-α-D-mannopyranosyl]-2-O-benzoyl-3,4-di-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: acetic acid / tetrahydrofuran / 4 h / 20 °C

2: 2.53 g / DBU / CH₂Cl₂ / 0.25 h / 0 °C

3: 98 percent / TMSOTf / CH₂Cl₂ / 0.5 h / 0 °C

With trimethylsilyl trifluoromethanesulfonate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo061233x