Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside
CAS No.:177421-13-5
Molecular Formula:C₃₁H₂₇Cl₂NO₈S
Molecular Weight:644.529
Hs Code.:

Synonyms:Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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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 Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

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Technology Process of Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

There total 1 articles about Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 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: 88.3%

: 79528-53-3
phenyl 3-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 541-88-8
Chloroacetic anhydride

: 177421-13-5
Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; Ambient temperature;
DOI:10.1080/07328309608005652

Reference yield: 97.0%

: 55697-53-5
methyl 2,4,6-tri-O-benzyl-β-D-galactopyranoside

: 177421-13-5
Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 177421-14-6
Chloro-acetic acid (2R,3S,4R,5R,6S)-4-benzyloxy-6-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-2-(2-chloro-acetoxymethyl)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; 1.) r.t., 1 h, 2.) -45 deg C, 1 h;
DOI:10.1080/07328309608005652

Reference yield:

: 177421-13-5
Phenyl 3-O-benzyl-4,6-di-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

: 177421-15-7
2-[(2S,3R,4R,5S,6R)-4-Benzyloxy-2-((2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-yloxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-isoindole-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / NIS, molecular sieves 4 Angstroem, triflic acid / CH₂Cl₂ / 1.) r.t., 1 h, 2.) -45 deg C, 1 h

2: 99.6 percent / thiourea, 2,6-lutidine / methanol; CH₂Cl₂ / 36 h / Ambient temperature

With 2,6-dimethylpyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; thiourea; In methanol; dichloromethane;
DOI:10.1080/07328309608005652