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

Base Information

• Chemical Name: N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-((S)-2-benzyloxy-1-hydroxy-ethyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide
• CAS No.: 176588-82-2
• Molecular Formula: C₅₁H₅₉N₅O₁₀
• Molecular Weight: 902.057

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

Chemical Property of N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-((S)-2-benzyloxy-1-hydroxy-ethyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-((S)-2-benzyloxy-1-hydroxy-ethyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide

There total 13 articles about N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-((S)-2-benzyloxy-1-hydroxy-ethyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-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: 29.0%

N-{(2S,3R,4R,5S,6R)-2-[(1S,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-(2-benzyloxy-acetyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide (176439-80-8) → N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-((R)-2-benzyloxy-1-hydroxy-ethyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide (176439-79-5) + N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-((S)-2-benzyloxy-1-hydroxy-ethyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide (176588-82-2)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In methanol; at -60 ℃; for 4.5h;

DOI:10.1016/0040-4020(96)00791-0

Reference yield:

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 (147314-92-9) → N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-((S)-2-benzyloxy-1-hydroxy-ethyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide (176588-82-2)

Guidance literature:

Multi-step reaction with 13 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: 100 percent / 1M NaOH / 2-methoxy-ethanol / 8 h / 90 °C

5: 1.) Et₃N, 2.) pyridine / 1.) CH₃OH, RT, 2.) MeOH, 80 deg C, 7 h

6: 95 percent / NaOMe / methanol / 2 h / Ambient temperature

7: 80 percent / Et₃N, DMAP / CH₂Cl₂ / 4 h / Ambient temperature

8: 100 percent / pyridine / Ambient temperature

9: 71 percent / NaN₃ / dimethylformamide / 8 h / 100 °C

10: aq. CH₃NH₂ / ethanol / 42 h / Ambient temperature

11: methanol / 0.17 h / Ambient temperature

12: 82 percent / N-methylmorpholine N-oxide, n-tetrapropylammonium perruthenate, MS 4A / CH₂Cl₂ / 2 h / Ambient temperature

13: 59 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 4.5 h / -60 °C

With pyridine; hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; sodium azide; cerium(III) chloride; tetrapropylammonium perruthennate; potassium tert-butylate; sodium methylate; 4-methylmorpholine N-oxide; triethylamine; methylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; 2-methoxy-ethanol; 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 → N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-((S)-2-benzyloxy-1-hydroxy-ethyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide (176588-82-2)

Guidance literature:

Multi-step reaction with 11 steps

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

2: 100 percent / 1M NaOH / 2-methoxy-ethanol / 8 h / 90 °C

3: 1.) Et₃N, 2.) pyridine / 1.) CH₃OH, RT, 2.) MeOH, 80 deg C, 7 h

4: 95 percent / NaOMe / methanol / 2 h / Ambient temperature

5: 80 percent / Et₃N, DMAP / CH₂Cl₂ / 4 h / Ambient temperature

6: 100 percent / pyridine / Ambient temperature

7: 71 percent / NaN₃ / dimethylformamide / 8 h / 100 °C

8: aq. CH₃NH₂ / ethanol / 42 h / Ambient temperature

9: methanol / 0.17 h / Ambient temperature

10: 82 percent / N-methylmorpholine N-oxide, n-tetrapropylammonium perruthenate, MS 4A / CH₂Cl₂ / 2 h / Ambient temperature

11: 59 percent / CeCl₃*7H₂O, NaBH₄ / methanol / 4.5 h / -60 °C

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; sodium azide; cerium(III) chloride; tetrapropylammonium perruthennate; sodium methylate; 4-methylmorpholine N-oxide; triethylamine; methylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; 2-methoxy-ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(96)00791-0

upstream raw materials:

N-{(2S,3R,4R,5S,6R)-2-[(1S,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-(2-benzyloxy-acetyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide

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

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

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

Downstream raw materials:

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

N-[(2R,3R,4R,5S,6R)-2-((2R,3R,4R,5S)-5-Acetylamino-4-benzyloxy-2-benzyloxymethyl-piperidin-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-acetamide

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 176588-82-2 N-{(2S,3R,4R,5S,6R)-2-[(1R,2R,3S)-3-Acetylamino-4-azido-2-benzyloxy-1-((S)-2-benzyloxy-1-hydroxy-ethyl)-butoxy]-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide

Send

Send

Metric Ton KG G Pound L ML

Send

Send