Methyl (2S,3S,4S,5S,6S)-6-{[(1S,2S,3S,4R,5R)-3-( acetyloxy)-4-azido-6,8-dioxabicyclo[3.2.1]oct-2-yl]Methyl}-4

Base Information Edit

Chemical Name:Methyl (2S,3S,4S,5S,6S)-6-{[(1S,2S,3S,4R,5R)-3-( acetyloxy)-4-azido-6,8-dioxabicyclo[3.2.1]oct-2-yl]Methyl}-4
CAS No.:99541-26-1
Molecular Formula:C29H33N3O11
Molecular Weight:599.595
Hs Code.:
Mol file:99541-26-1.mol

Synonyms:β-D-Glucopyranose, 1,6-anhydro-2-azido-2-deoxy-4-O-[6-methyl-2,3-bis-O-(phenylmethyl)-β-D-glucopyranuronosyl]-, 3-acetate; beta-D-Glucopyranose,1,6-anhydro-2-azido-2-deoxy-4-o-[6-methyl-2,3-bis-o-(phenylmethyl)-B-D-glucopyranuronosyl]-3-acetate

Suppliers and Price of Methyl (2S,3S,4S,5S,6S)-6-{[(1S,2S,3S,4R,5R)-3-( acetyloxy)-4-azido-6,8-dioxabicyclo[3.2.1]oct-2-yl]Methyl}-4

Supply Marketing:Edit

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

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Total 24 raw suppliers

Chemical Property of Methyl (2S,3S,4S,5S,6S)-6-{[(1S,2S,3S,4R,5R)-3-( acetyloxy)-4-azido-6,8-dioxabicyclo[3.2.1]oct-2-yl]Methyl}-4 Edit

Chemical Property:

PSA：177.96000
LogP:1.61966

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Methyl (2S,3S,4S,5S,6S)-6-{[(1S,2S,3S,4R,5R)-3-( acetyloxy)-4-azido-6,8-dioxabicyclo[3.2.1]oct-2-yl]Methyl}-4

There total 35 articles about Methyl (2S,3S,4S,5S,6S)-6-{[(1S,2S,3S,4R,5R)-3-( acetyloxy)-4-azido-6,8-dioxabicyclo[3.2.1]oct-2-yl]Methyl}-4 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: 83.0%

: 87907-02-6
O-(methyl 2,3-di-O-benzyl-4-O-(chloroacetyl)-β-D-glucopyranosyluronate)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

: 99541-26-1
O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Guidance literature:: With thiourea; In methanol; chloroform; at 60 ℃; for 24h;
DOI:10.1002/cmdc.201400019

Reference yield: 80.0%

: 74-88-4
methyl iodide

: O-(2,3-di-O-benzyl-β-D-glucopyranuronicacid)-(1→4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

: 99541-26-1
O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

: 99541-24-9
O-(2,3-di-O-benzyl-β-D-glucopyranosyl)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

: 99541-26-1
O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: Ca(OCl)2; Bu₄NBr / 2,2,6,6-tetramethylpiperidine-1-oxyl; KBr / aq. NaHCO₃; CH₂Cl₂ / 0 °C / pH 9.5

2: tetrahydrofuran / 20 °C

With calcium hypochlorite; tetrabutylammomium bromide; 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide; In tetrahydrofuran; dichloromethane; sodium hydrogencarbonate;
DOI:10.1016/j.carres.2004.02.001