allyl 2,4,6-tri-O-acetyl-3-O-(3,6-dideoxy-2,4-di-O-p-nitrobenzoyl-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

Base Information

Chemical Name:allyl 2,4,6-tri-O-acetyl-3-O-(3,6-dideoxy-2,4-di-O-p-nitrobenzoyl-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside
CAS No.:92528-10-4
Molecular Formula:C₃₅H₃₈N₂O₁₈
Molecular Weight:774.689
Hs Code.:

Synonyms:allyl 2,4,6-tri-O-acetyl-3-O-(3,6-dideoxy-2,4-di-O-p-nitrobenzoyl-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of allyl 2,4,6-tri-O-acetyl-3-O-(3,6-dideoxy-2,4-di-O-p-nitrobenzoyl-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

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Technology Process of allyl 2,4,6-tri-O-acetyl-3-O-(3,6-dideoxy-2,4-di-O-p-nitrobenzoyl-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

There total 10 articles about allyl 2,4,6-tri-O-acetyl-3-O-(3,6-dideoxy-2,4-di-O-p-nitrobenzoyl-α-D-xylo-hexopyranosyl)-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: 75.0%

: 85207-14-3
allyl 2,4,6-tri-O-acetyl-α-D-mannopyranoside

: 58056-40-9,59892-66-9,89128-57-4
3,6-dideoxy-2,4-di-O-(p-nitrobenzoyl)-α-D-xylo-hexapyranosyl bromide

: 92528-10-4
allyl 2,4,6-tri-O-acetyl-3-O-(3,6-dideoxy-2,4-di-O-p-nitrobenzoyl-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

Guidance literature:: With mercury(II) cyanide; In acetonitrile;
DOI:10.1016/0008-6215(82)84022-6

Reference yield: 18.9%

: 59892-66-9
3,6-dideoxy-2,4-di-O-(p-nitrobenzoyl)-α-D-xylo-hexopyranosyl bromide

: 85207-14-3
allyl 2,4,6-tri-O-acetyl-α-D-mannopyranoside

: 92528-10-4
allyl 2,4,6-tri-O-acetyl-3-O-(3,6-dideoxy-2,4-di-O-p-nitrobenzoyl-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

: 92528-11-5
allyl 2,4,6-tri-O-acetyl-3-O-(3,6-dideoxy-2,4-di-O-p-nitrobenzoyl-β-D-xylo-hexopyranosyl)-α-D-mannopyranoside

Guidance literature:: With mercury(II) cyanide; In dichloromethane; acetonitrile; for 16h;
DOI:10.1016/0008-6215(84)85334-3

Reference yield:

: 530-26-7
D-Mannose

: 92528-10-4
allyl 2,4,6-tri-O-acetyl-3-O-(3,6-dideoxy-2,4-di-O-p-nitrobenzoyl-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: HCl / 5 h / 70 °C

2: toluene-p-sulfonic acid / acetone / 16 h

3: 68.5 percent / toluene-p-sulfonic acid, water / acetone / 0.33 h / 40 °C

4: pyridine / 16 h / 20 °C

5: 91 percent / 50percent AcOH / 0.5 h / 100 °C

6: toluene-p-sulfonic acid monohydrate / benzene / 16 h

7: Et₃N, 80percent AcOH / 0.5 h

8: 75 percent / Hg(CN)2 / acetonitrile; CH₂Cl₂ / 16 h

With hydrogenchloride; water; mercury(II) cyanide; toluene-4-sulfonic acid; acetic acid; triethylamine; In pyridine; dichloromethane; acetone; acetonitrile; benzene;
DOI:10.1016/0008-6215(84)85334-3