(2R,3S)-3-[(2S,5R,6S)-5-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-3-oxo-[1,4]diazepan-2-yl]-3-hydroxy-2-{(R)-1-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2-oxo-ethoxy}-propionaldehyde

Base Information

• Chemical Name: (2R,3S)-3-[(2S,5R,6S)-5-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-3-oxo-[1,4]diazepan-2-yl]-3-hydroxy-2-{(R)-1-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2-oxo-ethoxy}-propionaldehyde
• CAS No.: 219720-80-6
• Molecular Formula: C₄₈H₅₆N₄O₁₀Si
• Molecular Weight: 877.079

Synonyms:

Chemical Property of (2R,3S)-3-[(2S,5R,6S)-5-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-3-oxo-[1,4]diazepan-2-yl]-3-hydroxy-2-{(R)-1-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2-oxo-ethoxy}-propionaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of (2R,3S)-3-[(2S,5R,6S)-5-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-3-oxo-[1,4]diazepan-2-yl]-3-hydroxy-2-{(R)-1-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2-oxo-ethoxy}-propionaldehyde

There total 3 articles about (2R,3S)-3-[(2S,5R,6S)-5-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-3-oxo-[1,4]diazepan-2-yl]-3-hydroxy-2-{(R)-1-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2-oxo-ethoxy}-propionaldehyde 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:

(3aR,4S,6R,6aS)-6-(3-(4-methoxybenzyl)-3,4-dihydro-2,4-dioxopyrimidin-1(2H)-yl)-tetrahydro-2,2-dimethylfuro[3,4-d][1,3]dioxole-4-carbaldehyde (121845-98-5) → (2R,3S)-3-[(2S,5R,6S)-5-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-3-oxo-[1,4]diazepan-2-yl]-3-hydroxy-2-{(R)-1-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2-oxo-ethoxy}-propionaldehyde (219720-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 1.5 h

2: 90 percent / 1N aq. HCl / 50 - 60 °C

3: aq. NaIO₄ / ethanol

With hydrogenchloride; sodium periodate; n-butyllithium; In ethanol;

DOI:10.1016/S0957-4166(98)00366-8

Reference yield:

(6S,7R)-7-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-[1,4]diazepan-2-one (170936-40-0) → (2R,3S)-3-[(2S,5R,6S)-5-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-3-oxo-[1,4]diazepan-2-yl]-3-hydroxy-2-{(R)-1-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2-oxo-ethoxy}-propionaldehyde (219720-80-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 1.5 h

2: 90 percent / 1N aq. HCl / 50 - 60 °C

3: aq. NaIO₄ / ethanol

With hydrogenchloride; sodium periodate; n-butyllithium; In ethanol;

DOI:10.1016/S0957-4166(98)00366-8

Reference yield:

C51H62N4O10Si (219720-86-2) → (2R,3S)-3-[(2S,5R,6S)-5-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-3-oxo-[1,4]diazepan-2-yl]-3-hydroxy-2-{(R)-1-[3-(4-methoxy-benzyl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-2-oxo-ethoxy}-propionaldehyde (219720-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / 1N aq. HCl / 50 - 60 °C

2: aq. NaIO₄ / ethanol

With hydrogenchloride; sodium periodate; In ethanol;

DOI:10.1016/S0957-4166(98)00366-8

upstream raw materials:

(3aR,4S,6R,6aS)-6-(3-(4-methoxybenzyl)-3,4-dihydro-2,4-dioxopyrimidin-1(2H)-yl)-tetrahydro-2,2-dimethylfuro[3,4-d][1,3]dioxole-4-carbaldehyde

(6S,7R)-7-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-[1,4]diazepan-2-one

C₅₁H₆₂N₄O₁₀Si

Downstream raw materials:

1-((R)-1-{(1S,2S)-2-[(2S,5R,6S)-5-Benzyloxymethyl-6-(tert-butyl-diphenyl-silanyloxy)-1,4-dimethyl-3-oxo-[1,4]diazepan-2-yl]-2-hydroxy-1-hydroxymethyl-ethoxy}-2-hydroxy-ethyl)-3-(4-methoxy-benzyl)-1H-pyrimidine-2,4-dione

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