((1S,2R,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-4-trityloxy-butyl)-carbamic acid benzyl ester

Base Information

Chemical Name:((1S,2R,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-4-trityloxy-butyl)-carbamic acid benzyl ester
CAS No.:176967-31-0
Molecular Formula:C₅₃H₅₁NO₆
Molecular Weight:797.991
Hs Code.:

Synonyms:((1S,2R,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-4-trityloxy-butyl)-carbamic acid benzyl ester

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Chemical Property of ((1S,2R,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-4-trityloxy-butyl)-carbamic acid benzyl ester

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Technology Process of ((1S,2R,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-4-trityloxy-butyl)-carbamic acid benzyl ester

There total 9 articles about ((1S,2R,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-4-trityloxy-butyl)-carbamic acid benzyl 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: 72.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 176967-29-6
4-amino-2,3,5-tri-O-benzyl-4-deoxy-1-O-trityl-D-arabinitol

: 176967-31-0
((1S,2R,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-4-trityloxy-butyl)-carbamic acid benzyl ester

Guidance literature:: With triethylamine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.3987/COM-95-7292

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-arabinofuranose

: 176967-31-0
((1S,2R,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-4-trityloxy-butyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) 15percent HCl; 2.) Ag₂CO₃ / 18 h / Ambient temperature

2: 60percent NaOH in oil / dimethylformamide / 16 h / Ambient temperature

3: 6N HCl / acetic acid / 22 h / 65 °C

4: 98 percent / NaBH₄ / ethanol / 0.67 h / 0 °C

5: 81 percent / 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 16 h / Ambient temperature

6: 93 percent / pyridine / 20 h / 0 °C

7: 83 percent / sodium azide, 15-crown-5 / hexamethylphosphoric acid triamide / 48 h / 80 - 90 °C

8: 96 percent / LiAlH₄ / diethyl ether / 6.5 h / Ambient temperature

9: 72 percent / triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; sodium azide; 15-crown-5; triethylamine; silver carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.3987/COM-95-7292

Reference yield:

: 14233-53-5
3,4,6-tri-O-benzyl-D-arabinitol

: 176967-31-0
((1S,2R,3R)-2,3-Bis-benzyloxy-1-benzyloxymethyl-4-trityloxy-butyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / 4-dimethylaminopyridine, triethylamine / CH₂Cl₂ / 16 h / Ambient temperature

2: 93 percent / pyridine / 20 h / 0 °C

3: 83 percent / sodium azide, 15-crown-5 / hexamethylphosphoric acid triamide / 48 h / 80 - 90 °C

4: 96 percent / LiAlH₄ / diethyl ether / 6.5 h / Ambient temperature

5: 72 percent / triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; dmap; lithium aluminium tetrahydride; sodium azide; 15-crown-5; triethylamine; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane;
DOI:10.3987/COM-95-7292