(4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one

Base Information

• Chemical Name: (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one
• CAS No.: 110391-10-1
• Molecular Formula: C₃₅H₃₄O₅
• Molecular Weight: 534.652

Synonyms:(4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one

Chemical Property of (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

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Technology Process of (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one

There total 29 articles about (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one 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: 85.0%

(1S)-(1(OH),2,4/1,3)-2,3,4-Tri-O-benzyl-1-C-<(benzyloxy)methyl>-5-oxo-1,2,3,4-cyclohexanetetrol (115250-38-9) → (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one (110391-10-1)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In dichloromethane; at 20 ℃; for 24h;

Reference yield: 80.0%

2D-(2,3,5S/3,5C)-2,3,4-Tri-O-benzyl-5-C-<(benzyloxy)methyl>-5-C-(ethylthio)-2,3,4-trihydroxy-1-cyclohexanon (110391-09-8) → (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one (110391-10-1)

Guidance literature:

With sodium periodate; In water; acetone; at 50 ℃; for 4h;

Reference yield: 76.0%

3,4,5,7-tetra-O-benzyl-1-deoxy-1-(dimethoxyphosphoryl)-D-xylo-2,6-heptodiulose (115250-32-3) → (4R,5S,6R)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-2-cyclohexen-1-one (110391-10-1)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In toluene; for 8h; Ambient temperature;

DOI:10.1021/jo00039a026

upstream raw materials:

acetic anhydride

(4aR,6S,7S,8S,8aR)-7,8-bis(benzyloxy)-2-phenyl-N-((1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)cyclohex-2-en-1-yl)hexahydro-4H-benzo[d][1,3]dioxin-6-amine

(1S,4R,5S,6S)-4,5,6-tris(benzyloxy)-3-((benzyloxy)methyl)-N-((1S,2S,3S,4R,5R)-2,3,4-tris(benzyloxy)-5-((benzyloxy)methyl)cyclohexyl)cyclohex-2-enamine

2D-(2,3,5S/3,5C)-2,3,4-Tri-O-benzyl-5-C-<(benzyloxy)methyl>-5-C-(ethylthio)-2,3,4-trihydroxy-1-cyclohexanon

Downstream raw materials:

(1R,2S,3S,4R)-2,3,4-tri-O-benzyl-5-(benzyloxymethyl)-cyclohex-5-ene-1,2,3,4-tetrol

(-)-gabosine I

(1R,4R,5S,6R)-4,5,6-tris(benzyloxy)-3-(benzyloxymethyl)-1-(4-chloro-3-(4-ethylbenzyl)phenyl)cyclohex-2-enol

(1R,4R,5S,6R)-4,5,6-tris(benzyloxy)-3-(benzyloxymethyl)-1-(4-chloro-3-((4-cyclopropylphenyl)methyl-d2)phenyl)cyclohex-2-enol

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