(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptitol-1-yl) di-O-benzyl phosphate

Base Information

Chemical Name:(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptitol-1-yl) di-O-benzyl phosphate
CAS No.:260551-15-3
Molecular Formula:C₄₄H₄₈NO₉P
Molecular Weight:765.84
Hs Code.:

Synonyms:(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptitol-1-yl) di-O-benzyl phosphate

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Chemical Property of (3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptitol-1-yl) di-O-benzyl phosphate

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Technology Process of (3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptitol-1-yl) di-O-benzyl phosphate

There total 6 articles about (3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptitol-1-yl) di-O-benzyl phosphate 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:

: Phosphorous acid (2S,3S,4R,5R,6R)-3-acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl ester dibenzyl ester

: 260551-15-3
(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptitol-1-yl) di-O-benzyl phosphate

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.75h;
DOI:10.1021/jo990766l

Reference yield:

: 4171-72-6,4171-79-3,121123-45-3
2-acetamido-2-deoxy-3,4,6-tri-O-benzyl-D-galactopyranose

: 260551-15-3
(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptitol-1-yl) di-O-benzyl phosphate

Guidance literature:: Multi-step reaction with 6 steps

1: SOCl₂ / toluene; CHCl₃ / 0.5 h

2: 1.24 g / BuLi; lithium naphthalenide / tetrahydrofuran / 1 h / -78 °C

3: 97 percent / CsCO₃ / dimethylformamide / 14 h

4: 71 percent / NaBH₄ / ethanol; tetrahydrofuran / 0 - 20 °C

5: 1H-tetrazole / CH₂Cl₂ / 4 h / 20 °C

6: 265 mg / MCPBA / CH₂Cl₂ / 0.75 h / 0 °C

With 1H-tetrazole; sodium tetrahydroborate; n-butyllithium; thionyl chloride; naphthalen-1-yl-lithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene; 1: Substitution / 2: Carboxylation / 3: Methylation / 4: Reduction / 5: phosphinylation / 6: Oxidation;
DOI:10.1021/jo990766l

Reference yield:

: 201864-30-4
3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptonic acid

: 260551-15-3
(3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-L-gluco-heptitol-1-yl) di-O-benzyl phosphate

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / CsCO₃ / dimethylformamide / 14 h

2: 71 percent / NaBH₄ / ethanol; tetrahydrofuran / 0 - 20 °C

3: 1H-tetrazole / CH₂Cl₂ / 4 h / 20 °C

4: 265 mg / MCPBA / CH₂Cl₂ / 0.75 h / 0 °C

With 1H-tetrazole; sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: Methylation / 2: Reduction / 3: phosphinylation / 4: Oxidation;
DOI:10.1021/jo990766l