[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4,6-tri-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-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate
CAS No.:858109-04-3
Molecular Formula:C₆₄H₇₆N₃O₁₅P
Molecular Weight:1158.29
Hs Code.:

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

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

There total 18 articles about [N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4,6-tri-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: 97.0%

: 858109-02-1
N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranoside

: methyl C-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate triethylammonium salt

: 858109-04-3
[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; 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

: 858109-04-3
[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

Guidance literature:: Multi-step reaction with 8 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

With pyridine; sodium tetrahydroborate; di-isopropyl azodicarboxylate; thiophenol; triphenylphosphine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; butanone; 8: Mitsunobu reaction;
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

: 858109-04-3
[N-(benzyloxycarbonyl)aminopropyl (2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranosidyl)]methyl C-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-α-D-mannopyranosyl)methanephosphonate

Guidance literature:: Multi-step reaction with 7 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

With pyridine; di-isopropyl azodicarboxylate; thiophenol; triphenylphosphine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; butanone; 7: Mitsunobu reaction;
DOI:10.1055/s-2005-865226