<(1S)-(1,2,4/3,5)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> 2-acetamido-2-deoxy-α-D-glucopyranoside hepta-acetate

Base Information

Chemical Name:<(1S)-(1,2,4/3,5)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> 2-acetamido-2-deoxy-α-D-glucopyranoside hepta-acetate
CAS No.:116143-68-1
Molecular Formula:C₂₉H₄₁NO₁₇
Molecular Weight:675.641
Hs Code.:

Synonyms:

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Chemical Property of <(1S)-(1,2,4/3,5)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> 2-acetamido-2-deoxy-α-D-glucopyranoside hepta-acetate

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Technology Process of <(1S)-(1,2,4/3,5)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> 2-acetamido-2-deoxy-α-D-glucopyranoside hepta-acetate

There total 29 articles about <(1S)-(1,2,4/3,5)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> 2-acetamido-2-deoxy-α-D-glucopyranoside hepta-acetate 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:

: 64716-98-9,97372-21-9,112419-55-3,116258-19-6
(1SR,2RS,7RS,9SR,10RS)-4,4,12,12-tetramethyl-3,5,11,13-tetraoxatricyclo<8.3.0.0^2,7>tridecan-9-ol

: 116143-68-1,116183-99-4,116258-20-9,116258-21-0,117604-15-6,117604-16-7,117604-17-8,117604-18-9
<(1S)-(1,2,4/3,5)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> 2-acetamido-2-deoxy-β-D-glucopyranoside hepta-acetate

Guidance literature:: Multi-step reaction with 7 steps

1: 0.39 g / sodium hydride (50percent) / dimethylformamide / 1 h / Ambient temperature

2: 2.) pyridine / 1.) aq. acetic acid (80percent), 80 deg C, 1 h

3: 1.) sodium methoxide (1M); 2.) sodium hydride (50percent) / 1.) methanol, room temp., 1 h; 2.) N,N-dimethylformamide, room temp., 3 h

4: 75 percent / selenium dioxide, acetic acid / dioxane / 1.5 h / Heating

5: calcium sulfate, 2,4,6-trimethylpyridine, silver carbonate, silver perchlorate / CCl₄ / 5 h / Ambient temperature

6: 74 mg / Amberlyte IRA-400 / methanol; acetone; H₂O / 72 h / Ambient temperature

7: 1.) hydrogen; 2.) pyridine / 1.) Pd/C (10percent) / 1.) ethanol, room temp., 2.5 h

With pyridine; 2,4,6-trimethyl-pyridine; calcium sulfate; selenium(IV) oxide; Amberlyte IRA-400; hydrogen; sodium methylate; silver perchlorate; sodium hydride; acetic acid; silver carbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; tetrachloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(88)80143-5

Reference yield:

: 64716-98-9,97372-21-9,112419-55-3,116258-19-6
(1SR,2RS,7RS,9SR,10RS)-4,4,12,12-tetramethyl-3,5,11,13-tetraoxatricyclo<8.3.0.0^2,7>tridecan-9-ol

: 116143-68-1,116183-99-4,116258-20-9,116258-21-0,117604-15-6,117604-16-7,117604-17-8,117604-18-9
<(1S)-(1,2,4/3,5)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> 2-acetamido-2-deoxy-α-D-glucopyranoside hepta-acetate

Guidance literature:: Multi-step reaction with 7 steps

1: 0.39 g / sodium hydride (50percent) / dimethylformamide / 1 h / Ambient temperature

2: 2.) pyridine / 1.) aq. acetic acid (80percent), 80 deg C, 1 h

3: 1.) sodium methoxide (1M); 2.) sodium hydride (50percent) / 1.) methanol, room temp., 1 h; 2.) N,N-dimethylformamide, room temp., 3 h

4: 75 percent / selenium dioxide, acetic acid / dioxane / 1.5 h / Heating

5: calcium sulfate, 2,4,6-trimethylpyridine, silver carbonate, silver perchlorate / CCl₄ / 5 h / Ambient temperature

6: 72 mg / Amberlyte IRA-400 / methanol; acetone; H₂O / 72 h / Ambient temperature

7: 1.) hydrogen; 2.) pyridine / 1.) Pd/C (10percent) / 1.) ethanol, room temp., 2.5 h

With pyridine; 2,4,6-trimethyl-pyridine; calcium sulfate; selenium(IV) oxide; Amberlyte IRA-400; hydrogen; sodium methylate; silver perchlorate; sodium hydride; acetic acid; silver carbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; tetrachloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/0008-6215(88)80143-5

Reference yield:

: 117509-49-6,119238-21-0
DL-(1,2,4/3,5)-2,3,4-tri-O-benzyl-5-benzyloxymethyl-1,2,3,4-cyclohexanetetrol

: 116143-68-1,116183-99-4,116258-20-9,116258-21-0,117604-15-6,117604-16-7,117604-17-8,117604-18-9
<(1R)-(1,2,4/3,5)-2,3,4-trihydroxy-5-hydroxymethyl-1-cyclohexyl> 2-acetamido-2-deoxy-β-D-glucopyranoside hepta-acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 0.27 g / calcium sulfate, 2,4,6-trimethylpyridine, silver carbonate, silver perchlorate / CCl₄ / 5 h / Ambient temperature

2: 74 mg / Amberlyte IRA-400 / methanol; acetone; H₂O / 72 h / Ambient temperature

3: 1.) hydrogen; 2.) pyridine / 1.) Pd/C (10percent) / 1.) ethanol, room temp., 2.5 h

With pyridine; 2,4,6-trimethyl-pyridine; calcium sulfate; Amberlyte IRA-400; hydrogen; silver perchlorate; silver carbonate; palladium on activated charcoal; In methanol; tetrachloromethane; water; acetone;
DOI:10.1016/0008-6215(88)80143-5