4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-azido-6-[(1S,2R,3R)-3-azido-2,4-bis-benzyloxy-1-((R)-1,2-bis-benzyloxy-ethyl)-butoxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

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Chemical Name:4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-azido-6-[(1S,2R,3R)-3-azido-2,4-bis-benzyloxy-1-((R)-1,2-bis-benzyloxy-ethyl)-butoxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester
CAS No.:947396-37-4
Molecular Formula:C₅₉H₆₄N₆O₁₁
Molecular Weight:1033.19
Hs Code.:

4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-azido-6-[(1S,2R,3R)-3-azido-2,4-bis-benzyloxy-1-((R)-1,2-bis-benzyloxy-ethyl)-butoxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

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Chemical Property of 4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-azido-6-[(1S,2R,3R)-3-azido-2,4-bis-benzyloxy-1-((R)-1,2-bis-benzyloxy-ethyl)-butoxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

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Technology Process of 4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-azido-6-[(1S,2R,3R)-3-azido-2,4-bis-benzyloxy-1-((R)-1,2-bis-benzyloxy-ethyl)-butoxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

There total 6 articles about 4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-azido-6-[(1S,2R,3R)-3-azido-2,4-bis-benzyloxy-1-((R)-1,2-bis-benzyloxy-ethyl)-butoxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl 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:

: (2R,4aR,6S,7S,8R,8aS)-7-Azido-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6,8-diol

: 947396-37-4
4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-azido-6-[(1S,2R,3R)-3-azido-2,4-bis-benzyloxy-1-((R)-1,2-bis-benzyloxy-ethyl)-butoxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaBH₄ / tetrahydrofuran; ethanol / 3 h / 20 °C

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: 4.60 g / n-Bu₄NI / dimethylformamide / 0 - 20 °C

3.1: 89 percent / triethylsilane; TFA / CH₂Cl₂ / 4 h / 20 °C

4.1: 61 percent / 4 Angstroem molecular sieves; trimethylsilyl trifluoromethanesulfonate / toluene / 1 h / -25 °C

With triethylsilane; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b507824e

Reference yield:

: (1R,2R)-2-Azido-1-((2R,4S,5R)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl)-propane-1,3-diol

: 947396-37-4
4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-azido-6-[(1S,2R,3R)-3-azido-2,4-bis-benzyloxy-1-((R)-1,2-bis-benzyloxy-ethyl)-butoxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 4.60 g / n-Bu₄NI / dimethylformamide / 0 - 20 °C

2.1: 89 percent / triethylsilane; TFA / CH₂Cl₂ / 4 h / 20 °C

3.1: 61 percent / 4 Angstroem molecular sieves; trimethylsilyl trifluoromethanesulfonate / toluene / 1 h / -25 °C

With triethylsilane; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b507824e

Reference yield:

: tert-butyldimethylsilyl 2-azido-4,6-O-benzylidene-2-deoxy-α-D-mannopyranoside

: 947396-37-4
4-Oxo-pentanoic acid (2R,3S,4R,5R)-5-azido-6-[(1S,2R,3R)-3-azido-2,4-bis-benzyloxy-1-((R)-1,2-bis-benzyloxy-ethyl)-butoxy]-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: HF; pyridine / 5 h / 20 °C

2.1: NaBH₄ / tetrahydrofuran; ethanol / 3 h / 20 °C

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 4.60 g / n-Bu₄NI / dimethylformamide / 0 - 20 °C

4.1: 89 percent / triethylsilane; TFA / CH₂Cl₂ / 4 h / 20 °C

5.1: 61 percent / 4 Angstroem molecular sieves; trimethylsilyl trifluoromethanesulfonate / toluene / 1 h / -25 °C

With pyridine; triethylsilane; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen fluoride; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b507824e