(2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (R)-1-vinyl-decyl ester

Base Information

Chemical Name:(2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (R)-1-vinyl-decyl ester
CAS No.:404935-69-9
Molecular Formula:C₃₂H₄₄O₆
Molecular Weight:524.698
Hs Code.:

Synonyms:(2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (R)-1-vinyl-decyl ester

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Chemical Property of (2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (R)-1-vinyl-decyl ester

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Technology Process of (2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (R)-1-vinyl-decyl ester

There total 7 articles about (2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (R)-1-vinyl-decyl ester 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: 67.0%

: (R)-Dodec-1-en-3-ol

: 404935-58-6
(2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid

: 404935-69-9
(2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (R)-1-vinyl-decyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;
DOI:10.1021/jo016221k

Reference yield:

: 4119-19-1
Methyl-(2,3-di-O-benzyl-5-O-trityl-α-L-arabinofuranosid)

: 404935-69-9
(2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (R)-1-vinyl-decyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: aq. AcOH / 1.5 h / 70 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

3: 7.00 g / AgNO₃; aq. KOH / ethanol / 12 h / 20 °C

4: 67 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

With dmap; potassium hydroxide; Dess-Martin periodane; silver nitrate; acetic acid; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; 2: Dess-Martin oxidation;
DOI:10.1021/jo016221k

Reference yield:

: 16896-03-0,16896-04-1,30589-89-0,53496-31-4,70831-62-8,103476-40-0,128821-26-1
methyl 2,3-di-O-benzyl-α-D-arabinofuranoside

: 404935-69-9
(2S,3S,4S,5S)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid (R)-1-vinyl-decyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

2: 7.00 g / AgNO₃; aq. KOH / ethanol / 12 h / 20 °C

3: 67 percent / DCC; DMAP / CH₂Cl₂ / 20 °C

With dmap; potassium hydroxide; Dess-Martin periodane; silver nitrate; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; 1: Dess-Martin oxidation;
DOI:10.1021/jo016221k