(2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide

Base Information

Chemical Name:(2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide
CAS No.:532401-42-6
Molecular Formula:C₂₂H₂₇NO₆
Molecular Weight:401.459
Hs Code.:

Synonyms:(2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide

Suppliers and Price of (2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide

There total 8 articles about (2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide 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:

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 102207-93-2
methyl 2,3-Di-O-benzyl-β-D-ribo-pentodialdofuranoside

: 532401-42-6
(2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1246/cl.2003.190

Reference yield:

: 1824-96-0,1824-97-1,3795-68-4,3795-69-5,4229-54-3,5531-18-0,7473-45-2,13039-63-9,13039-64-0,13039-65-1,13039-67-3,22416-73-5,22861-09-2,25129-51-5,52485-92-4,52689-55-1,52689-56-2,56607-40-0,72880-70-7,79083-42-4,86782-30-1,86782-31-2,89615-03-2,89673-67-6,89707-99-3,102045-32-9,135910-17-7
methyl ribofuranoside

: 532401-42-6
(2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine; DMAP / 20 °C

2: 20 percent / NaH / dimethylformamide / 20 °C

3: 90 percent / p-TsOH*H₂O / methanol / 20 °C

4: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - -50 °C

5: WSC; HOBt; iPr₂NEt / dimethylformamide / 20 °C

With pyridine; dmap; oxalyl dichloride; sodium hydride; benzotriazol-1-ol; toluene-4-sulfonic acid; dimethyl sulfoxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; 4: Swern oxidation;
DOI:10.1246/cl.2003.190

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
D-Ribose

: 532401-42-6
(2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-methoxy-tetrahydro-furan-2-carboxylic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 6 steps

1: HCl / 0 °C

2: pyridine; DMAP / 20 °C

3: 20 percent / NaH / dimethylformamide / 20 °C

4: 90 percent / p-TsOH*H₂O / methanol / 20 °C

5: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - -50 °C

6: WSC; HOBt; iPr₂NEt / dimethylformamide / 20 °C

With pyridine; hydrogenchloride; dmap; oxalyl dichloride; sodium hydride; benzotriazol-1-ol; toluene-4-sulfonic acid; dimethyl sulfoxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; 5: Swern oxidation;
DOI:10.1246/cl.2003.190