Acetic acid (1R,2S,3R,4S)-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-5-azido-3-benzyloxy-1-benzyloxymethyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentyl ester

Base Information

Chemical Name:Acetic acid (1R,2S,3R,4S)-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-5-azido-3-benzyloxy-1-benzyloxymethyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentyl ester
CAS No.:176439-78-4
Molecular Formula:C₅₉H₆₁N₅O₁₂
Molecular Weight:1032.16
Hs Code.:

Acetic acid (1R,2S,3R,4S)-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-5-azido-3-benzyloxy-1-benzyloxymethyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentyl ester

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

Suppliers and Price of Acetic acid (1R,2S,3R,4S)-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-5-azido-3-benzyloxy-1-benzyloxymethyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 10 articles about Acetic acid (1R,2S,3R,4S)-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-5-azido-3-benzyloxy-1-benzyloxymethyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-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: 71.0%

: 176439-77-3
Acetic acid (1R,2S,3R,4S)-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-benzyloxy-1-benzyloxymethyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(toluene-4-sulfonyloxy)-pentyl ester

: 176439-78-4
Acetic acid (1R,2S,3R,4S)-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-5-azido-3-benzyloxy-1-benzyloxymethyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentyl ester

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 100 ℃; for 8h;
DOI:10.1016/0040-4020(96)00791-0

Reference yield:

: 85-44-9
phthalic anhydride

: 176439-78-4
Acetic acid (1R,2S,3R,4S)-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-5-azido-3-benzyloxy-1-benzyloxymethyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 80 percent / Et₃N, DMAP / CH₂Cl₂ / 4 h / Ambient temperature

4: 100 percent / pyridine / Ambient temperature

5: 71 percent / NaN₃ / dimethylformamide / 8 h / 100 °C

With pyridine; dmap; sodium azide; sodium methylate; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
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

: 176439-78-4
Acetic acid (1R,2S,3R,4S)-2-((2S,3R,4R,5S,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-5-azido-3-benzyloxy-1-benzyloxymethyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentyl ester

Guidance literature:: Multi-step reaction with 9 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

With pyridine; hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; sodium azide; potassium tert-butylate; sodium methylate; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; 2-methoxy-ethanol; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00791-0