(2R,4S)-1,5-Bis-((2R,4S)-4-benzyloxymethoxy-6-hydroxy-tetrahydro-pyran-2-yl)-pentane-2,4-diol

Base Information

Chemical Name:(2R,4S)-1,5-Bis-((2R,4S)-4-benzyloxymethoxy-6-hydroxy-tetrahydro-pyran-2-yl)-pentane-2,4-diol
CAS No.:914803-04-6
Molecular Formula:C₃₁H₄₄O₁₀
Molecular Weight:576.684
Hs Code.:

Synonyms:(2R,4S)-1,5-Bis-((2R,4S)-4-benzyloxymethoxy-6-hydroxy-tetrahydro-pyran-2-yl)-pentane-2,4-diol

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Chemical Property of (2R,4S)-1,5-Bis-((2R,4S)-4-benzyloxymethoxy-6-hydroxy-tetrahydro-pyran-2-yl)-pentane-2,4-diol

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Technology Process of (2R,4S)-1,5-Bis-((2R,4S)-4-benzyloxymethoxy-6-hydroxy-tetrahydro-pyran-2-yl)-pentane-2,4-diol

There total 1 articles about (2R,4S)-1,5-Bis-((2R,4S)-4-benzyloxymethoxy-6-hydroxy-tetrahydro-pyran-2-yl)-pentane-2,4-diol 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: 55.0%

: 609769-10-0
(1R,1'R,6R,6'R)-3,3'-methylenebis{6-[(benzyloxy)methoxy]-cyclohept-3-en-1-ol}

: 914803-04-6
(2R,4S)-1,5-Bis-((2R,4S)-4-benzyloxymethoxy-6-hydroxy-tetrahydro-pyran-2-yl)-pentane-2,4-diol

Guidance literature:: (1R,1'R,6R,6'R)-3,3'-methylenebis{6-[(benzyloxy)methoxy]-cyclohept-3-en-1-ol}; With ozone; In dichloromethane; at -78 ℃; for 0.0833333h;

With sodium tetrahydroborate; diethyl methoxy borane; In tetrahydrofuran; methanol; at -30 ℃; for 2h;
DOI:10.1002/ejoc.200600276

Reference yield: 100.0%

: 914803-04-6
(2R,4S)-1,5-Bis-((2R,4S)-4-benzyloxymethoxy-6-hydroxy-tetrahydro-pyran-2-yl)-pentane-2,4-diol

: 108-24-7
acetic anhydride

: C₃₉H₅₂O₁₄

Guidance literature:: With pyridine; dmap; at 25 ℃; for 3h;
DOI:10.1055/s-2007-973905

Reference yield:

: 914803-04-6
(2R,4S)-1,5-Bis-((2R,4S)-4-benzyloxymethoxy-6-hydroxy-tetrahydro-pyran-2-yl)-pentane-2,4-diol

: (3S,5R,7S,9R,11S,13S)-5,7,11-Triamino-3,13-bis-benzyloxymethoxy-9-(tert-butyl-dimethyl-silanyloxy)-pentadecane-1,15-diol

Guidance literature:: Multi-step reaction with 7 steps

1: 2,6-lutidine / CH₂Cl₂ / 1.5 h / -50 °C

2: 99 mg / NaBH₄ / methanol / 1 h / 25 °C

3: 100 percent / lipase from Candida Cylindracea / 6 h / 25 °C

4: triethylamine / CH₂Cl₂ / 2 h / 0 °C

5: sodium azide / dimethylformamide / 12 h / 60 °C

6: K₂CO₃ / methanol

7: hydrogen / Pd(OH)2/C / methanol / 760 Torr

With 2,6-dimethylpyridine; sodium tetrahydroborate; sodium azide; lipase from Candida cylindracea; hydrogen; potassium carbonate; triethylamine; palladium dihydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200600276