Acetic acid (1R,2S,3R,4S)-4-acetylamino-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-5-trityloxy-pentyl ester

Base Information

Chemical Name:Acetic acid (1R,2S,3R,4S)-4-acetylamino-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-5-trityloxy-pentyl ester
CAS No.:183796-24-9
Molecular Formula:C₇₂H₇₆N₂O₁₂
Molecular Weight:1161.4
Hs Code.:

Acetic acid (1R,2S,3R,4S)-4-acetylamino-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-5-trityloxy-pentyl ester

Synonyms:Acetic acid (1R,2S,3R,4S)-4-acetylamino-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-5-trityloxy-pentyl ester

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Chemical Property of Acetic acid (1R,2S,3R,4S)-4-acetylamino-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-5-trityloxy-pentyl ester

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Technology Process of Acetic acid (1R,2S,3R,4S)-4-acetylamino-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-5-trityloxy-pentyl ester

There total 6 articles about Acetic acid (1R,2S,3R,4S)-4-acetylamino-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-5-trityloxy-pentyl ester 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: 100.0%

: 108-24-7
acetic anhydride

: 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

: 183796-24-9
Acetic acid (1R,2S,3R,4S)-4-acetylamino-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-5-trityloxy-pentyl ester

Guidance literature:: With pyridine; for 3h; Ambient temperature;
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

: 183796-24-9
Acetic acid (1R,2S,3R,4S)-4-acetylamino-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-5-trityloxy-pentyl ester

Guidance literature:: Multi-step reaction with 5 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

5: 100 percent / pyridine / 3 h / Ambient temperature

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

: 183796-24-9
Acetic acid (1R,2S,3R,4S)-4-acetylamino-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-5-trityloxy-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 100 percent / pyridine / 3 h / Ambient temperature

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