D-epi-Inositol, 1-(acetylamino)-1,2,3-trideoxy-3-(hydroxymethyl)- (9CI)

Base Information

• Chemical Name: D-epi-Inositol, 1-(acetylamino)-1,2,3-trideoxy-3-(hydroxymethyl)- (9CI)
• CAS No.: 795298-02-1
• Molecular Formula: C₉H₁₇NO₅
• Molecular Weight: 219.238
• Mol file: 795298-02-1.mol

Synonyms:D-epi-Inositol, 1-(acetylamino)-1,2,3-trideoxy-3-(hydroxymethyl)- (9CI)

Chemical Property of D-epi-Inositol, 1-(acetylamino)-1,2,3-trideoxy-3-(hydroxymethyl)- (9CI)

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Technology Process of D-epi-Inositol, 1-(acetylamino)-1,2,3-trideoxy-3-(hydroxymethyl)- (9CI)

There total 26 articles about D-epi-Inositol, 1-(acetylamino)-1,2,3-trideoxy-3-(hydroxymethyl)- (9CI) 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%

acetic anhydride (108-24-7) + 5a-carba-β-D-galactopyranosylamine (794535-91-4) → N-((1R,2S,3S,4S,5R)-2,3,4-Trihydroxy-5-hydroxymethyl-cyclohexyl)-acetamide (795298-02-1)

Guidance literature:

In methanol;

DOI:10.1016/j.bmcl.2004.07.091

Reference yield: 59.0%

(+/-)-<(1,3/2,4,5)-5-acetamido-2,3,4-triacetoxycyclohexyl>-methyl acetate (64589-26-0,68108-50-9,73651-28-2,74561-05-0,87038-27-5,108866-25-7,132342-13-3) → D,L-(1,3,4/2,6)-4-acetamido-6-hydroxymethyl-1,2,3-cyclohexanetriol (N-acetyl-D,L-validamine) (124492-65-5,795298-02-1)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/0008-6215(89)84108-4

Reference yield:

(1R*,2R*,3R*,4R*,6R*)-6-acetamido-2,3-bis((tert-butyldimethylsilyl)oxy)-4-(((tert-butyldimethylsilyl)oxy)methyl)cyclohexanol → N-acetyl-5a-carba-β-mannopyranosylamine (795298-02-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/jo991468r

upstream raw materials:

Benzoic acid (1S,2R,3S,4S,5S)-2,4-diacetoxy-5-acetylamino-3-benzyloxy-cyclohexylmethyl ester

Benzoic acid (1S,4S,5R,6R)-4,6-diacetoxy-5-benzyloxy-2-nitro-cyclohex-2-enylmethyl ester

Benzoic acid (1S,2R,3S,4S,5S)-2,4-diacetoxy-5-acetylamino-3-benzyloxy-6-nitro-cyclohexylmethyl ester

(1S)-(+)-(1,2,4/3,5)-1-acetamido-2,3,4-triacetoxy-5-acetoxymethylcyclohexane

Downstream raw materials:

(1S)-(+)-(1,2,4/3,5)-1-acetamido-2,3,4-triacetoxy-5-acetoxymethylcyclohexane

5-epi-validamine

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