N-[(1S,2R,3R,4R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,5-bis-benzyloxy-4-hydroxy-1-trityloxymethyl-pentyl]-acetamide

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Chemical Name:N-[(1S,2R,3R,4R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,5-bis-benzyloxy-4-hydroxy-1-trityloxymethyl-pentyl]-acetamide
CAS No.:183796-21-6
Molecular Formula:C₇₀H₇₄N₂O₁₁
Molecular Weight:1119.36
Hs Code.:

N-[(1S,2R,3R,4R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,5-bis-benzyloxy-4-hydroxy-1-trityloxymethyl-pentyl]-acetamide

Synonyms:N-[(1S,2R,3R,4R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,5-bis-benzyloxy-4-hydroxy-1-trityloxymethyl-pentyl]-acetamide

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Chemical Property of N-[(1S,2R,3R,4R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,5-bis-benzyloxy-4-hydroxy-1-trityloxymethyl-pentyl]-acetamide

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Technology Process of N-[(1S,2R,3R,4R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,5-bis-benzyloxy-4-hydroxy-1-trityloxymethyl-pentyl]-acetamide

There total 4 articles about N-[(1S,2R,3R,4R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,5-bis-benzyloxy-4-hydroxy-1-trityloxymethyl-pentyl]-acetamide 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: 67.0%

: 76-83-5
trityl chloride

: 176439-72-8
N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-2-benzyloxy-1-((R)-2-benzyloxy-1-hydroxy-ethyl)-4-hydroxy-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide

: 183796-21-6
N-[(1S,2R,3R,4R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,5-bis-benzyloxy-4-hydroxy-1-trityloxymethyl-pentyl]-acetamide

Guidance literature:: With pyridine; at 60 ℃; for 66h;
DOI:10.1016/0040-4020(96)00791-0

Reference yield:

: 147314-92-9
allyl O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

: 183796-21-6
N-[(1S,2R,3R,4R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,5-bis-benzyloxy-4-hydroxy-1-trityloxymethyl-pentyl]-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / t-BuOK / dimethylformamide / 3 h / 75 °C

2: 2M HCl / CHCl₃; methanol / 20 h / Ambient temperature

3: 72 percent / NaBH₄ / ethanol; tetrahydrofuran / 18 h / -20 - 20 °C

4: 67 percent / pyridine / 66 h / 60 °C

With pyridine; hydrogenchloride; sodium tetrahydroborate; potassium tert-butylate; In tetrahydrofuran; methanol; ethanol; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00791-0

Reference yield:

: 2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-D-glucopyranoside

: 183796-21-6
N-[(1S,2R,3R,4R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2,5-bis-benzyloxy-4-hydroxy-1-trityloxymethyl-pentyl]-acetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / NaBH₄ / ethanol; tetrahydrofuran / 18 h / -20 - 20 °C

2: 67 percent / pyridine / 66 h / 60 °C

With pyridine; sodium tetrahydroborate; In tetrahydrofuran; ethanol;
DOI:10.1016/0040-4020(96)00791-0