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

Base Information

Chemical Name:Benzyl <1(R)-(1α,3α,4α,5β)>-4,5-bis<<(benzyloxy)methyl>oxy>-3-<oxy>-1-hydroxycyclohexane-1-carboxylate
CAS No.:160912-01-6
Molecular Formula:C₄₄H₄₇O₁₁P
Molecular Weight:782.824
Hs Code.:

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

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

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

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

There total 4 articles about Benzyl <1(R)-(1α,3α,4α,5β)>-4,5-bis<<(benzyloxy)methyl>oxy>-3-<oxy>-1-hydroxycyclohexane-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: 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

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 2 steps

1: 69 percent / Cs₂CO₃ / dimethylformamide / 5 h / Ambient temperature

2: 53 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) -78 deg C, 1 h; 0 deg C, 2 h

With n-butyllithium; caesium carbonate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jo00102a025

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 53 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 15 min, 2.) -78 deg C, 1 h; 0 deg C, 2 h

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