Benzoic acid (2R,3R,5R,6R)-4-acetoxy-3,5-dihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester

Base Information

Chemical Name:Benzoic acid (2R,3R,5R,6R)-4-acetoxy-3,5-dihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester
CAS No.:178885-09-1
Molecular Formula:C₁₉H₂₆O₁₀
Molecular Weight:414.409
Hs Code.:

Synonyms:Benzoic acid (2R,3R,5R,6R)-4-acetoxy-3,5-dihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester

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Chemical Property of Benzoic acid (2R,3R,5R,6R)-4-acetoxy-3,5-dihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester

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Technology Process of Benzoic acid (2R,3R,5R,6R)-4-acetoxy-3,5-dihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester

There total 8 articles about Benzoic acid (2R,3R,5R,6R)-4-acetoxy-3,5-dihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester 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: 73.0%

: 178885-08-0
Benzoic acid (1R,2R,3R,4R,6S)-4-acetoxy-3-hydroxy-2,6-bis-methoxymethoxy-5-oxo-cyclohexyl ester

: 178885-09-1
Benzoic acid (2R,3R,5R,6R)-4-acetoxy-3,5-dihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester

Guidance literature:: With sodium tris(acetoxy)borohydride; In acetic acid; acetone;
DOI:10.1016/S0960-894X(96)00252-1

Reference yield:

: 131089-34-4
3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside

: 178885-09-1
Benzoic acid (2R,3R,5R,6R)-4-acetoxy-3,5-dihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine; CH₂Cl₂

2: 94 percent / P₂O₅

3: HF / pyridine; tetrahydrofuran

4: oxalyl chloride, Et₃N / dimethylsulfoxide / -78 °C

5: K₂CO₃ / acetonitrile / 60 °C

6: 66 percent / mercury trifluoroacetate, NaCl, NaOAc / acetone; H₂O

7: 73 percent / NaB(OAc)3H / acetone; acetic acid

With oxalyl dichloride; hydrogen fluoride; sodium acetate; mercury(II) trifluoroacetate; phosphorus pentoxide; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; sodium chloride; In tetrahydrofuran; pyridine; dichloromethane; water; acetic acid; dimethyl sulfoxide; acetone; acetonitrile;
DOI:10.1016/S0960-894X(96)00252-1

Reference yield:

: 178885-17-1
Benzoic acid (2R,3R,4S,5S,6S)-2-hydroxymethyl-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

: 178885-09-1
Benzoic acid (2R,3R,5R,6R)-4-acetoxy-3,5-dihydroxy-2,6-bis-methoxymethoxy-cyclohexyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl chloride, Et₃N / dimethylsulfoxide / -78 °C

2: K₂CO₃ / acetonitrile / 60 °C

3: 66 percent / mercury trifluoroacetate, NaCl, NaOAc / acetone; H₂O

4: 73 percent / NaB(OAc)3H / acetone; acetic acid

With oxalyl dichloride; sodium acetate; mercury(II) trifluoroacetate; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; sodium chloride; In water; acetic acid; dimethyl sulfoxide; acetone; acetonitrile;
DOI:10.1016/S0960-894X(96)00252-1