(1R,2S,3R,4S,5S,6S)-2-carboxy-2,3,4,5,6-pentahydroxycyclohexylammonium chloride

Base Information

• Chemical Name: (1R,2S,3R,4S,5S,6S)-2-carboxy-2,3,4,5,6-pentahydroxycyclohexylammonium chloride
• CAS No.: 1301703-42-3
• Molecular Formula: C₇H₁₃NO₇*ClH
• Molecular Weight: 259.644
• Mol file: 1301703-42-3.mol

Synonyms:(1R,2S,3R,4S,5S,6S)-2-carboxy-2,3,4,5,6-pentahydroxycyclohexylammonium chloride

Chemical Property of (1R,2S,3R,4S,5S,6S)-2-carboxy-2,3,4,5,6-pentahydroxycyclohexylammonium chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,3R,4S,5S,6S)-2-carboxy-2,3,4,5,6-pentahydroxycyclohexylammonium chloride

There total 6 articles about (1R,2S,3R,4S,5S,6S)-2-carboxy-2,3,4,5,6-pentahydroxycyclohexylammonium chloride 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:

(3aS,4R,5S,6S,7S,7aR)-4-ammonio-5,6,7-trihydroxy-2,2-dimethylhexahydrobenzo[d][1,3]dioxole-3a-carboxylate (1301703-47-8) → (1R,2S,3R,4S,5S,6S)-2-carboxy-2,3,4,5,6-pentahydroxycyclohexylammonium chloride (1301703-42-3)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c1cc10643k

Reference yield:

(3aR,4S,5S,6S,7R,7aS)-dibenzyl 5,6-dihydroxy-2,2-dimethylhexahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-7a,8-dicarboxylate (1301703-45-6) → (1R,2S,3R,4S,5S,6S)-2-carboxy-2,3,4,5,6-pentahydroxycyclohexylammonium chloride (1301703-42-3)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C / Inert atmosphere

2: hydrogenchloride / water / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; palladium 10% on activated carbon; hydrogen; In methanol; water;

DOI:10.1039/c1cc10643k

Reference yield:

(3aR,4S,7R,7aS)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-7a,8-dicarboxylate (1301703-32-1) → (1R,2S,3R,4S,5S,6S)-2-carboxy-2,3,4,5,6-pentahydroxycyclohexylammonium chloride (1301703-42-3)

Guidance literature:

Multi-step reaction with 3 steps

1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone; tert-butyl alcohol / 24 h / 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 24 h / 20 °C / Inert atmosphere

3: hydrogenchloride / water / 24 h / 20 °C / Inert atmosphere

With hydrogenchloride; osmium(VIII) oxide; palladium 10% on activated carbon; hydrogen; 4-methylmorpholine N-oxide; In methanol; water; acetone; tert-butyl alcohol;

DOI:10.1039/c1cc10643k

upstream raw materials:

(3aR,4S,5S,6S,7R,7aS)-dibenzyl 5,6-dihydroxy-2,2-dimethylhexahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-7a,8-dicarboxylate

(3aS,4R,5S,6S,7S,7aR)-4-ammonio-5,6,7-trihydroxy-2,2-dimethylhexahydrobenzo[d][1,3]dioxole-3a-carboxylate

(3aS,7aR)-benzyl 2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxole-3a-carboxylate

(3aR,4S,7R,7aS)-dibenzyl 2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-7a,8-dicarboxylate