(1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

Base Information

• Chemical Name: (1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol
• CAS No.: 141042-85-5
• Molecular Formula: C₇H₁₅NO₅
• Molecular Weight: 193.2

Synonyms:(1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

Chemical Property of (1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

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Technology Process of (1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol

There total 33 articles about (1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol 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%

1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol (183505-16-0) → (1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol (141042-85-5)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 4h;

DOI:10.1039/b314795a

Reference yield: 96.0%

(1R,2S,3R,4S,5S)-1-azido-5-hydroxymethyl-2,3,4,5-tetrahydroxycyclohexane (1476028-79-1) → (1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol (141042-85-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; water; at 20 ℃; for 24h;

DOI:10.1002/ejoc.201300804

Reference yield: 85.0%

(1S,2S,3R,4S,5R)-5-Azido-3-benzyloxy-1-benzyloxymethyl-cyclohexane-1,2,4-triol (183505-15-9) → (1S)-(1(OH),2,4/1,3,5)-5-Amino-1-C-(hydroxymethyl)-1,2,3,4-cyclohexanetetrol (141042-85-5)

Guidance literature:

With hydrogen; palladium hydroxide - carbon; In ethanol;

DOI:10.1021/jo9607828

upstream raw materials:

2,3,4-tri-O-benzyl-5-amino-1-C-<(benzyloxy)methyl>-1,2,3,4-cyclohexanetetrol

(1S,2S,3R,4S,5R)-5-Azido-3-benzyloxy-1-benzyloxymethyl-cyclohexane-1,2,4-triol

1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol

(1S,3R,6S,8R,9S,10R)-3-phenyl-2,4-dioxabicyclo[4.4.0]decane-6,8,9,10-tetrol

Downstream raw materials:

1L-(1,2,4/3,5)-5-acetamido-1-C-(acetoxymethyl)-2,3,4-tri-O-acetyl-1,2,3,4-cyclohexanetetraol

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