1-O-allyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol

Base Information

Chemical Name:1-O-allyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol
CAS No.:128775-34-8
Molecular Formula:C₄₁H₄₈O₁₃
Molecular Weight:748.824
Hs Code.:

Synonyms:1-O-allyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol

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Chemical Property of 1-O-allyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol

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Technology Process of 1-O-allyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol

There total 18 articles about 1-O-allyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol 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: 95.0%

: 128775-33-7
1-O-allyl-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol

: 5158-64-5
2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide

: 128775-34-8
1-O-allyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol

Guidance literature:: With mercury(II) cyanide; In 1,2-dichloro-ethane; acetonitrile; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89206-1

Reference yield: 82.0%

: 125520-01-6
ethyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

: 128775-33-7
1-O-allyl-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol

: 128775-34-8
1-O-allyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol

Guidance literature:: With methyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89206-1

Reference yield:

: 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
D-lyxose

: 128775-34-8
1-O-allyl-2-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-5-O-benzoyl-D-arabinitol

Guidance literature:: Multi-step reaction with 9 steps

1: acetyl chloride / 24 h / Ambient temperature

2: 70 percent / pyridine / 17 h / 50 °C

3: NaH / dimethylformamide / 3 h

4: H₂O / acetic acid / 1 h / 70 °C

5: 90 percent / NaH / dimethylformamide / 2 h / 22 °C

6: 2.0 g / H₂O / acetic acid / 6 h / Heating

7: 90 percent / NaBH₄ / ethanol / 0.5 h / Ambient temperature

8: 81 percent / Et₃N / 1,2-dichloro-ethane / 17 h / 20 °C

9: 82 percent / methyl trifluoromethanesulphonate / 1,2-dichloro-ethane / 3 h / Ambient temperature

With pyridine; sodium tetrahydroborate; water; sodium hydride; triethylamine; acetyl chloride; methyl trifluoromethanesulfonate; In ethanol; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89206-1