t-butyl-6-O-acetyl-2,3,4-trideoxy-4-C-vinyl-3-C-(methoxycarbonylmethyl)-2-N-tosylhydrazino-α-D-lyxo-hexopyranoside

Base Information

Chemical Name:t-butyl-6-O-acetyl-2,3,4-trideoxy-4-C-vinyl-3-C-(methoxycarbonylmethyl)-2-N-tosylhydrazino-α-D-lyxo-hexopyranoside
CAS No.:128638-46-0
Molecular Formula:C₂₄H₃₆N₂O₈S
Molecular Weight:512.624
Hs Code.:

Synonyms:t-butyl-6-O-acetyl-2,3,4-trideoxy-4-C-vinyl-3-C-(methoxycarbonylmethyl)-2-N-tosylhydrazino-α-D-lyxo-hexopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of t-butyl-6-O-acetyl-2,3,4-trideoxy-4-C-vinyl-3-C-(methoxycarbonylmethyl)-2-N-tosylhydrazino-α-D-lyxo-hexopyranoside

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Technology Process of t-butyl-6-O-acetyl-2,3,4-trideoxy-4-C-vinyl-3-C-(methoxycarbonylmethyl)-2-N-tosylhydrazino-α-D-lyxo-hexopyranoside

There total 6 articles about t-butyl-6-O-acetyl-2,3,4-trideoxy-4-C-vinyl-3-C-(methoxycarbonylmethyl)-2-N-tosylhydrazino-α-D-lyxo-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: 97.0%

: 128638-45-9
C₂₄H₃₄N₂O₈S

: 128638-46-0
t-butyl-6-O-acetyl-2,3,4-trideoxy-4-C-vinyl-3-C-(methoxycarbonylmethyl)-2-N-tosylhydrazino-α-D-lyxo-hexopyranoside

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; for 1.5h;
DOI:10.1016/S0040-4020(01)97595-7

Reference yield:

: 81668-95-3
tert-butyl 6-O-acetyl-3,4-dideoxy-α-D-glycero-hex-3-enopyranosid-2-ulose

: 128638-46-0
t-butyl-6-O-acetyl-2,3,4-trideoxy-4-C-vinyl-3-C-(methoxycarbonylmethyl)-2-N-tosylhydrazino-α-D-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

2: Et₃N / dimethylformamide / Ambient temperature

3: 81 percent / ethanol / 1.5 h / 72 - 74 °C

4: 97 percent / sodium cyanoborohydride, methanol. HCl / tetrahydrofuran / 1.5 h

With hydrogenchloride; sodium cyanoborohydride; triethylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)97595-7

Reference yield:

: 79698-71-8
tert-butyl 2,4,6-tri-O-acetyl-3-deoxy-α-D-erythro-hex-2-enopyranoside

: 128638-46-0
t-butyl-6-O-acetyl-2,3,4-trideoxy-4-C-vinyl-3-C-(methoxycarbonylmethyl)-2-N-tosylhydrazino-α-D-lyxo-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 1) K₂CO₃, 2) pyridine, DMAP / 1) MeOH, 1 h, cooled, 2) CH₂Cl₂, 30 min

3: Et₃N / dimethylformamide / Ambient temperature

4: 81 percent / ethanol / 1.5 h / 72 - 74 °C

5: 97 percent / sodium cyanoborohydride, methanol. HCl / tetrahydrofuran / 1.5 h

With pyridine; hydrogenchloride; dmap; sodium cyanoborohydride; potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)97595-7