[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

Base Information

Chemical Name:[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate
CAS No.:858109-06-5
Molecular Formula:C₅₇H₇₀N₃O₁₅P
Molecular Weight:1068.17
Hs Code.:

[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

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Chemical Property of [N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

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Technology Process of [N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

There total 21 articles about [N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate 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:

: 952139-86-5
[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-6-O-acetyl-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

: 858109-06-5
[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

Guidance literature:: With sodium methylate; In methanol; at 20 ℃;
DOI:10.1055/s-2005-865226

Reference yield:

: (2S,3S,4R,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-carbaldehyde

: 858109-06-5
[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

Guidance literature:: Multi-step reaction with 10 steps

1: aq. NaBH₄ / tetrahydrofuran / 20 °C

2: PPh₃ / tetrahydrofuran / 20 °C

3: methanol / 20 °C

4: 88 percent / pyridine / CH₂Cl₂ / 20 °C

5: NaI / butan-2-one / 100 °C

6: 100 °C

7: 62 percent / PhSH / tetrahydrofuran / 20 °C

8: 97 percent / PPh₃; DIAD / tetrahydrofuran / 20 °C

9: ZnCl₂; CH₃COOH

10: MeONa / methanol / 20 °C

With pyridine; sodium tetrahydroborate; di-isopropyl azodicarboxylate; sodium methylate; acetic acid; thiophenol; triphenylphosphine; sodium iodide; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; butanone; 8: Mitsunobu reaction / 10: Zemplen deacetylation;
DOI:10.1055/s-2005-865226

Reference yield:

: 858108-82-4
C-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanol

: 858109-06-5
[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

Guidance literature:: Multi-step reaction with 9 steps

1: PPh₃ / tetrahydrofuran / 20 °C

2: methanol / 20 °C

3: 88 percent / pyridine / CH₂Cl₂ / 20 °C

4: NaI / butan-2-one / 100 °C

5: 100 °C

6: 62 percent / PhSH / tetrahydrofuran / 20 °C

7: 97 percent / PPh₃; DIAD / tetrahydrofuran / 20 °C

8: ZnCl₂; CH₃COOH

9: MeONa / methanol / 20 °C

With pyridine; di-isopropyl azodicarboxylate; sodium methylate; acetic acid; thiophenol; triphenylphosphine; sodium iodide; zinc(II) chloride; In tetrahydrofuran; methanol; dichloromethane; butanone; 7: Mitsunobu reaction / 9: Zemplen deacetylation;
DOI:10.1055/s-2005-865226