methyl 3,6-di-O-(benzylidene acetal)-3-C-hydroxymethyl-α-D-arabinofuranoside

Base Information

Chemical Name:methyl 3,6-di-O-(benzylidene acetal)-3-C-hydroxymethyl-α-D-arabinofuranoside
CAS No.:440359-34-2
Molecular Formula:C₁₄H₁₈O₆
Molecular Weight:282.293
Hs Code.:

Synonyms:methyl 3,6-di-O-(benzylidene acetal)-3-C-hydroxymethyl-α-D-arabinofuranoside

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Chemical Property of methyl 3,6-di-O-(benzylidene acetal)-3-C-hydroxymethyl-α-D-arabinofuranoside

Chemical Property:

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Technology Process of methyl 3,6-di-O-(benzylidene acetal)-3-C-hydroxymethyl-α-D-arabinofuranoside

There total 9 articles about methyl 3,6-di-O-(benzylidene acetal)-3-C-hydroxymethyl-α-D-arabinofuranoside 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: 86.0%

: 440359-33-1
methyl 3,6-di-O-(benzylidene acetal)-2,5-bis-O-tert-butylsilyl-3-C-hydroxymethyl-α-D-arabinofuranoside

: 440359-34-2
methyl 3,6-di-O-(benzylidene acetal)-3-C-hydroxymethyl-α-D-arabinofuranoside

Guidance literature:: With hydrogen fluoride; In tetrahydrofuran; pyridine; at 20 ℃; for 4h;
DOI:10.1021/jo011127p

Reference yield:

: 26532-10-5
methyl 2,3-anhydro-α-D-lyxofuranoside

: 440359-34-2
methyl 3,6-di-O-(benzylidene acetal)-3-C-hydroxymethyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 83 percent / phenylmethanol / 3 h / 120 °C

2: 74 percent / pyridine / CH₂Cl₂ / 4 h / -78 - 0 °C

3: 94 percent / H₂ / Pd(OH)2 / methanol / 72 h / 20 °C

4: pyridinium chlorochromate; sodium acetate; molecular sieves 4 Angstroem / CH₂Cl₂ / 8 h / 20 °C

5: 273 mg / tetrahydrofuran / 13 h / 70 °C

6: RuCl₃*H₂O; sodium periodate / ethyl acetate; acetonitrile; H₂O / 0.5 h / 0 °C

7: 569 mg / p-TsOH / CH₂Cl₂ / 18 h / 20 - 40 °C

8: 86 percent / HF / tetrahydrofuran; pyridine / 4 h / 20 °C

With pyridine; ruthenium trichloride; sodium periodate; 4 A molecular sieve; hydrogen fluoride; hydrogen; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; ethyl acetate; acetonitrile; benzyl alcohol;
DOI:10.1021/jo011127p

Reference yield:

: 440359-25-1
methyl 3-O-benzyl-α-D-arabinofuranoside

: 440359-34-2
methyl 3,6-di-O-(benzylidene acetal)-3-C-hydroxymethyl-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 74 percent / pyridine / CH₂Cl₂ / 4 h / -78 - 0 °C

2: 94 percent / H₂ / Pd(OH)2 / methanol / 72 h / 20 °C

3: pyridinium chlorochromate; sodium acetate; molecular sieves 4 Angstroem / CH₂Cl₂ / 8 h / 20 °C

4: 273 mg / tetrahydrofuran / 13 h / 70 °C

5: RuCl₃*H₂O; sodium periodate / ethyl acetate; acetonitrile; H₂O / 0.5 h / 0 °C

6: 569 mg / p-TsOH / CH₂Cl₂ / 18 h / 20 - 40 °C

7: 86 percent / HF / tetrahydrofuran; pyridine / 4 h / 20 °C

With pyridine; ruthenium trichloride; sodium periodate; 4 A molecular sieve; hydrogen fluoride; hydrogen; sodium acetate; toluene-4-sulfonic acid; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo011127p