({(2S,3R,4R,5S)-1-[2-((2S,3S,4S,5R,6S)-5-Acetylamino-4-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ylamino)-ethyl]-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl}-difluoro-methyl)-phosphonic acid diethyl ester

Base Information

• Chemical Name: ({(2S,3R,4R,5S)-1-[2-((2S,3S,4S,5R,6S)-5-Acetylamino-4-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ylamino)-ethyl]-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl}-difluoro-methyl)-phosphonic acid diethyl ester
• CAS No.: 290834-66-1
• Molecular Formula: C₄₂H₅₈F₂N₃O₁₁P
• Molecular Weight: 849.907

Synonyms:

Chemical Property of ({(2S,3R,4R,5S)-1-[2-((2S,3S,4S,5R,6S)-5-Acetylamino-4-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ylamino)-ethyl]-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl}-difluoro-methyl)-phosphonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ({(2S,3R,4R,5S)-1-[2-((2S,3S,4S,5R,6S)-5-Acetylamino-4-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ylamino)-ethyl]-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl}-difluoro-methyl)-phosphonic acid diethyl ester

There total 13 articles about ({(2S,3R,4R,5S)-1-[2-((2S,3S,4S,5R,6S)-5-Acetylamino-4-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ylamino)-ethyl]-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl}-difluoro-methyl)-phosphonic acid diethyl 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:

2,2-Dimethyl-propionic acid (3R,4R,5S,6R)-3-acetylamino-2-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-4-yl ester → ({(2S,3R,4R,5S)-1-[2-((2S,3S,4S,5R,6S)-5-Acetylamino-4-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ylamino)-ethyl]-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl}-difluoro-methyl)-phosphonic acid diethyl ester (290834-66-1)

Guidance literature:

Multi-step reaction with 6 steps

1: NaN₃ / dimethylformamide

2: H₂ / Pd/C / methanol

3: CH₃COCl

4: NaOMe / methanol

5: MgSO₄ / ethanol

6: NaBH₃CN / ethanol

With sodium azide; hydrogen; sodium methylate; sodium cyanoborohydride; magnesium sulfate; acetyl chloride; palladium on activated charcoal; In methanol; ethanol; N,N-dimethyl-formamide; 1: Substitution / 2: Catalytic hydrogenation / 3: Etherification / 4: Methanolysis / 5: Condensation / 6: Reduction;

DOI:10.1016/S0960-894X(00)00263-8

Reference yield:

2,2-Dimethyl-propionic acid (3R,4R,5R,6R)-3-acetylamino-2-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-5-hydroxy-tetrahydro-pyran-4-yl ester → ({(2S,3R,4R,5S)-1-[2-((2S,3S,4S,5R,6S)-5-Acetylamino-4-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ylamino)-ethyl]-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl}-difluoro-methyl)-phosphonic acid diethyl ester (290834-66-1)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine

2: NaN₃ / dimethylformamide

3: H₂ / Pd/C / methanol

4: CH₃COCl

5: NaOMe / methanol

6: MgSO₄ / ethanol

7: NaBH₃CN / ethanol

With pyridine; sodium azide; hydrogen; sodium methylate; sodium cyanoborohydride; magnesium sulfate; acetyl chloride; palladium on activated charcoal; In methanol; ethanol; N,N-dimethyl-formamide; 1: Triflation / 2: Substitution / 3: Catalytic hydrogenation / 4: Etherification / 5: Methanolysis / 6: Condensation / 7: Reduction;

DOI:10.1016/S0960-894X(00)00263-8

Reference yield:

2,2-Dimethyl-propionic acid (3R,4R,5S,6S)-3-acetylamino-5-azido-2-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester → ({(2S,3R,4R,5S)-1-[2-((2S,3S,4S,5R,6S)-5-Acetylamino-4-hydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-ylamino)-ethyl]-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl}-difluoro-methyl)-phosphonic acid diethyl ester (290834-66-1)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂ / Pd/C / methanol

2: CH₃COCl

3: NaOMe / methanol

4: MgSO₄ / ethanol

5: NaBH₃CN / ethanol

With hydrogen; sodium methylate; sodium cyanoborohydride; magnesium sulfate; acetyl chloride; palladium on activated charcoal; In methanol; ethanol; 1: Catalytic hydrogenation / 2: Etherification / 3: Methanolysis / 4: Condensation / 5: Reduction;

DOI:10.1016/S0960-894X(00)00263-8

upstream raw materials:

Diethyl difluoromethylphosphonate

2,2-Dimethyl-propionic acid (3R,4S,5S,6S)-3-acetylamino-5-amino-2-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

{[(2S,3R,4R,5S)-3,4-Bis-benzyloxy-5-benzyloxymethyl-1-(2-oxo-ethyl)-pyrrolidin-2-yl]-difluoro-methyl}-phosphonic acid diethyl ester

[((2S,3R,4R,5S)-1-Allyl-3,4-bis-benzyloxy-5-benzyloxymethyl-pyrrolidin-2-yl)-difluoro-methyl]-phosphonic acid diethyl ester

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