Benzyl <1(S)-(1α,3β,4α,5α)>-3,4-bis<<(benzyloxy)methyl>oxy>-1,5-dihydroxycyclohexane-1-carboxylate

Base Information

Chemical Name:Benzyl <1(S)-(1α,3β,4α,5α)>-3,4-bis<<(benzyloxy)methyl>oxy>-1,5-dihydroxycyclohexane-1-carboxylate
CAS No.:160912-00-5
Molecular Formula:C₃₀H₃₄O₈
Molecular Weight:522.595
Hs Code.:

Synonyms:Benzyl <1(S)-(1α,3β,4α,5α)>-3,4-bis<<(benzyloxy)methyl>oxy>-1,5-dihydroxycyclohexane-1-carboxylate

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Chemical Property of Benzyl <1(S)-(1α,3β,4α,5α)>-3,4-bis<<(benzyloxy)methyl>oxy>-1,5-dihydroxycyclohexane-1-carboxylate

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Technology Process of Benzyl <1(S)-(1α,3β,4α,5α)>-3,4-bis<<(benzyloxy)methyl>oxy>-1,5-dihydroxycyclohexane-1-carboxylate

There total 2 articles about Benzyl <1(S)-(1α,3β,4α,5α)>-3,4-bis<<(benzyloxy)methyl>oxy>-1,5-dihydroxycyclohexane-1-carboxylate 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: 69.0%

: 100-39-0
benzyl bromide

: 160912-07-2
(1S,3R,4R,5R)-3,4-Bis-benzyloxymethoxy-1,5-dihydroxy-cyclohexanecarboxylic acid

: 160912-00-5
Benzyl <1(S)-(1α,3β,4α,5α)>-3,4-bis<<(benzyloxy)methyl>oxy>-1,5-dihydroxycyclohexane-1-carboxylate

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; for 5h; Ambient temperature;
DOI:10.1021/jo00102a025

Reference yield:

: (1S,3R,4R,5R)-3,4-Bis-benzyloxymethoxy-1,5-dihydroxy-cyclohexanecarboxylic acid methyl ester

: 160912-00-5
Benzyl <1(S)-(1α,3β,4α,5α)>-3,4-bis<<(benzyloxy)methyl>oxy>-1,5-dihydroxycyclohexane-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / 0.2 N aq. NaOH / tetrahydrofuran / 0.67 h / Ambient temperature

2: 69 percent / Cs₂CO₃ / dimethylformamide / 5 h / Ambient temperature

With sodium hydroxide; caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00102a025

Reference yield: 53.0%

: 990-91-0
dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate

: 160912-00-5
Benzyl <1(S)-(1α,3β,4α,5α)>-3,4-bis<<(benzyloxy)methyl>oxy>-1,5-dihydroxycyclohexane-1-carboxylate

: 160912-01-6
Benzyl <1(R)-(1α,3α,4α,5β)>-4,5-bis<<(benzyloxy)methyl>oxy>-3-<oxy>-1-hydroxycyclohexane-1-carboxylate

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 15 min, 2.) -78 deg C, 1 h; 0 deg C, 2 h;
DOI:10.1021/jo00102a025