benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside

Base Information

• Chemical Name: benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside
• CAS No.: 65247-32-7
• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.305
• Mol file: 65247-32-7.mol

Synonyms:benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside

Chemical Property of benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside

There total 17 articles about benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside 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: 100.0%

(3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (18403-22-0) → benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside (65247-32-7)

Guidance literature:

With dipyridinium dichromate; 3 A molecular sieve; acetic acid;

DOI:10.1016/S0040-4039(01)80275-6

Reference yield: 66.0%

benzyl 3,4-O-isopropylidene arabinoside (245729-74-2) → (3aS,7aS)-6-Benzyloxy-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one (28070-06-6,65247-32-7)

Guidance literature:

DOI:10.1016/0040-4039(88)85235-3

Reference yield:

L-(+)-arabinose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) → benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside (65247-32-7)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl / 16 h / 20 °C

2: TsOH / 12 h / 20 °C

3: 92 percent / (COCl)2; DMSO / CH₂Cl₂ / 6 h / -60 °C

With hydrogenchloride; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; In dichloromethane;

DOI:10.3987/COM-06-S(W)33

upstream raw materials:

(3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

L-(+)-arabinose

benzyl β-L-arabinopyranoside

benzyl alcohol

Downstream raw materials:

benzyl 2-deoxy-3,4-O-isopropylidene-2C<(E)-methoxycarbonylmethylene>-β-L-erythro-pentopyranoside

benzyl 2-deoxy-3,4-O-isopropylidene-2C<(Z)-methoxycarbonylmethylene>-β-L-erythro-pentopyranoside

benzyl 3,4-O-(1-methylethylidene)-2-C-methyl-β-L-arabinopyranoside

1-O-benzyl-3,4-O-isopropylidene-β-L-ribopyranose