Benzyl-2,3-anhydro-4-O-(4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosyl)-6-desoxy-α-L-talopyranosid

Base Information

Chemical Name:Benzyl-2,3-anhydro-4-O-(4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosyl)-6-desoxy-α-L-talopyranosid
CAS No.:76404-36-9
Molecular Formula:C₂₁H₂₆O₇
Molecular Weight:390.433
Hs Code.:

Synonyms:Benzyl-2,3-anhydro-4-O-(4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosyl)-6-desoxy-α-L-talopyranosid

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Chemical Property of Benzyl-2,3-anhydro-4-O-(4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosyl)-6-desoxy-α-L-talopyranosid

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Technology Process of Benzyl-2,3-anhydro-4-O-(4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosyl)-6-desoxy-α-L-talopyranosid

There total 8 articles about Benzyl-2,3-anhydro-4-O-(4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosyl)-6-desoxy-α-L-talopyranosid 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: 46.0%

: 76404-34-7
Benzyl-2,3-anhydro-6-desoxy-α-L-talopyranosid

: 34819-86-8
3,4-di-O-acetyl-6-deoxy-L-glucal

: 76404-36-9
Benzyl-2,3-anhydro-4-O-(4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosyl)-6-desoxy-α-L-talopyranosid

Guidance literature:: With boron trifluoride diethyl etherate; In toluene; for 1h; Ambient temperature;
DOI:10.1002/cber.19801131107

Reference yield:

: 76404-30-3
Benzyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosid

: 76404-36-9
Benzyl-2,3-anhydro-4-O-(4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosyl)-6-desoxy-α-L-talopyranosid

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / pyridine / 48 h / 5 °C

2: dimethylformamide / 20 h / 95 °C

3: 1 N NaOMe / methanol / 20 h / Ambient temperature

4: 50 percent / 30percent H₂O₂, PhCN, NaHCO₃ / methanol / 72 h / Ambient temperature; further reagent: MeCN

5: 46 percent / 1percent BF₃*Et₂O / toluene / 1 h / Ambient temperature

With boron trifluoride diethyl etherate; dihydrogen peroxide; sodium methylate; sodium hydrogencarbonate; benzonitrile; In pyridine; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1002/cber.19801131107

Reference yield:

: 76404-29-0
phenylmethyl 4-O-acetyl-2,3,6-trideoxy-α-L-erythro-hex-2-enopyranoside

: 76404-36-9
Benzyl-2,3-anhydro-4-O-(4-O-acetyl-2,3,6-tridesoxy-α-L-erythro-hex-2-enopyranosyl)-6-desoxy-α-L-talopyranosid

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / 1 N NaOMe / methanol / 15 h / Ambient temperature

2: 81 percent / pyridine / 48 h / 5 °C

3: dimethylformamide / 20 h / 95 °C

4: 1 N NaOMe / methanol / 20 h / Ambient temperature

5: 50 percent / 30percent H₂O₂, PhCN, NaHCO₃ / methanol / 72 h / Ambient temperature; further reagent: MeCN

6: 46 percent / 1percent BF₃*Et₂O / toluene / 1 h / Ambient temperature

With boron trifluoride diethyl etherate; dihydrogen peroxide; sodium methylate; sodium hydrogencarbonate; benzonitrile; In pyridine; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1002/cber.19801131107