methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-α-L-altro-hexopyranoside

Base Information

Chemical Name:methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-α-L-altro-hexopyranoside
CAS No.:113668-66-9
Molecular Formula:C₂₃H₂₈N₂O₈S
Molecular Weight:492.55
Hs Code.:

Synonyms:methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-α-L-altro-hexopyranoside

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Chemical Property of methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-α-L-altro-hexopyranoside

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Technology Process of methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-α-L-altro-hexopyranoside

There total 8 articles about methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-α-L-altro-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: 79.0%

: 123076-90-4
methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-D-xylo-hexopyranosid-3-ulose (p-tolylsulfonyl)hydrazone

: 113668-66-9,122948-62-3,123076-92-6,123076-93-7,123077-00-9,123077-01-0
methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-α-D-gulopyranoside

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; methanol;
DOI:10.1021/jo00278a035

Reference yield: 75.0%

: 113668-65-8
methyl 4-O-acetyl-2-O-benzoyl-6-deoxy-α-L-arabinohexapyranosid-3-ulose (p-tolylsulfonyl)hydrazone

: 113668-66-9
methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-α-L-altro-hexopyranoside

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran; methanol; at 0 ℃; for 6h; Mechanism; Product distribution; pH: 3.8, other tosylhydeazones, deuterated reagents, var. reaction time, pH and temperature;
DOI:10.1021/jo00244a050

Reference yield:

: 14917-69-2,17014-02-7,24577-96-6,39981-26-5,63848-11-3,65310-01-2,71772-35-5,72904-81-5,124264-65-9,135029-35-5
methyl 6-deoxy-3,4-O-isopropylidene-D-galactopyranoside

: 113668-66-9,122948-62-3,123076-92-6,123076-93-7,123077-00-9,123077-01-0
methyl 4-O-acetyl-2-O-benzoyl-3,6-dideoxy-3-<2-(p-tolylsulfonyl)hydrazino>-α-D-gulopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 1.5 h / Ambient temperature

2: conc. aq. HCl / methanol / 0.75 h / Ambient temperature

3: 1.) p-toluenesulfonic acid, 2.) 80 percent acetic acid / 1.) methylene chloride, 12 h, RT, 2.) 15 min., RT

4: 89 percent / pyridinium chlorochromate, sodium acetate, molec. sieves 3-A / CH₂Cl₂ / 3 h / 0 - 20 °C

5: 82 percent / methanol / 12 h / Ambient temperature

6: 79 percent / NaBH₃CN, 0.1 N HCl / tetrahydrofuran; methanol

With pyridine; hydrogenchloride; 3 A molecular sieve; sodium acetate; sodium cyanoborohydride; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00278a035