{(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-[5-nitro-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzyloxy]-tetrahydro-pyran-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester

Base Information

Chemical Name:{(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-[5-nitro-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzyloxy]-tetrahydro-pyran-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester
CAS No.:495400-35-6
Molecular Formula:C₂₂H₂₉Cl₃N₂O₁₅
Molecular Weight:667.836
Hs Code.:

{(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-[5-nitro-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzyloxy]-tetrahydro-pyran-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester

Synonyms:{(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-[5-nitro-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzyloxy]-tetrahydro-pyran-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of {(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-[5-nitro-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzyloxy]-tetrahydro-pyran-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester

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Technology Process of {(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-[5-nitro-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzyloxy]-tetrahydro-pyran-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester

There total 5 articles about {(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-[5-nitro-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzyloxy]-tetrahydro-pyran-3-yl}-carbamic acid 2,2,2-trichloro-ethyl 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: 80.0%

: (2S,3R,4S,5R,6R)-2-[2-((2R,3R,4R,5S,6R)-3-Amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-4-nitro-phenoxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 495400-35-6
{(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-[5-nitro-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzyloxy]-tetrahydro-pyran-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: With sodium hydrogencarbonate; In 1,4-dioxane; water;
DOI:10.1139/v02-156

Reference yield:

: 10022-13-6
1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 495400-35-6
{(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-[5-nitro-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzyloxy]-tetrahydro-pyran-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / 20 °C

2: 70 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / 20 °C

3: hydrazine hydrate / ethanol / 3 h / 90 °C

4: 80 percent / NaHCO₃ / H₂O; dioxane

With boron trifluoride diethyl etherate; sodium hydrogencarbonate; hydrazine hydrate; In 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1139/v02-156

Reference yield:

: 39224-61-8
2-hydroxy-5-nitrobenzyl alcohol

: 495400-35-6
{(2R,3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-[5-nitro-2-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-benzyloxy]-tetrahydro-pyran-3-yl}-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / 20 °C

2: 70 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / 20 °C

3: hydrazine hydrate / ethanol / 3 h / 90 °C

4: 80 percent / NaHCO₃ / H₂O; dioxane

With boron trifluoride diethyl etherate; sodium hydrogencarbonate; hydrazine hydrate; In 1,4-dioxane; ethanol; dichloromethane; water;
DOI:10.1139/v02-156