methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-α-D-erythro-hexopyranoside

Base Information

Chemical Name:methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-α-D-erythro-hexopyranoside
CAS No.:165804-81-9
Molecular Formula:C₁₅H₂₂N₄O₂
Molecular Weight:290.365
Hs Code.:

Synonyms:methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-α-D-erythro-hexopyranoside

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Chemical Property of methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-α-D-erythro-hexopyranoside

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Technology Process of methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-α-D-erythro-hexopyranoside

There total 8 articles about methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-α-D-erythro-hexopyranoside 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: 95.0%

: 165804-79-5
methyl 2-azido-2,3,4,6-tetradeoxy-6-<<(1R)-phenylethyl>(trifluoroacetyl)amino>-α-D-erythro-hexopyranoside

: 165804-81-9
methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-α-D-erythro-hexopyranoside

Guidance literature:: With sodium tetrahydroborate; In ethanol; for 2h; Ambient temperature;

Reference yield: 42.0%

: methyl 2-azido-2,3,4,6-tetradeoxy-6-<<(1R)-phenylethyl>(trifluoroacetyl)amino>-D-hexopyranoside

: methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-β-D-threo-hexopyranoside

: 165804-81-9
methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-α-D-erythro-hexopyranoside

: 165804-98-8
methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-β-D-erythro-hexopyranoside

: methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-α-D-threo-hexopyranoside

Guidance literature:: With sodium tetrahydroborate; In ethanol; for 12h; Yields of byproduct given; Ambient temperature;

Reference yield:

: 91704-05-1
(2S)-2-[N-trifluoroacetyl-N-((R)-phenylethyl)aminomethyl]-3,4-dihydro-2H-pyran

: 165804-81-9
methyl 2-azido-2,3,4,6-tetradeoxy-6-<(1R)-phenylethylamino>-α-D-erythro-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NOCl, 2.) 1,3,5-trimethylpyrazole / 1.) CH₂Cl₂, -78 deg C

2: 1.35 g / NaBH₃CN / acetic acid / 1.5 h / 15 °C

3: 1.10 g / H₂ / 10percent Pd-C / acetic acid / 3 h / 750.06 Torr / Ambient temperature

4: 50 percent / NaHCO₃, TfN₃ / CH₂Cl₂; methanol / 36 h / Ambient temperature

5: 95 percent / NaBH₄ / ethanol / 2 h / Ambient temperature

With 1,3,5-trimethyl-1H-pyrazole; sodium tetrahydroborate; triflic azide; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; nitrosylchloride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetic acid;