methyl 2-O-benzyl-3-deoxy-3-C-methyl-6-S-phenyl-6-thio-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2-O-benzyl-3-deoxy-3-C-methyl-6-S-phenyl-6-thio-α-D-glucopyranoside
CAS No.:152838-06-7
Molecular Formula:C₂₁H₂₆O₄S
Molecular Weight:374.501
Hs Code.:

Synonyms:methyl 2-O-benzyl-3-deoxy-3-C-methyl-6-S-phenyl-6-thio-α-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 methyl 2-O-benzyl-3-deoxy-3-C-methyl-6-S-phenyl-6-thio-α-D-glucopyranoside

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Technology Process of methyl 2-O-benzyl-3-deoxy-3-C-methyl-6-S-phenyl-6-thio-α-D-glucopyranoside

There total 7 articles about methyl 2-O-benzyl-3-deoxy-3-C-methyl-6-S-phenyl-6-thio-α-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: 83.0%

: 85315-30-6
methyl 2-O-benzyl-3-deoxy-3-C-methyl-α-D-glucopyranoside

: 882-33-7
diphenyldisulfane

: 152838-06-7
methyl 2-O-benzyl-3-deoxy-3-C-methyl-6-S-phenyl-6-thio-α-D-glucopyranoside

Guidance literature:: With tributylphosphine; In pyridine; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(01)96261-1

Reference yield:

: 5987-36-0
methyl 4,6-O-benzylidene-3-deoxy-3-C-methyl-α-D-altropyranoside

: 152838-06-7
methyl 2-O-benzyl-3-deoxy-3-C-methyl-6-S-phenyl-6-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: oxalyl chloride, DMSO, NEt₃ / CH₂Cl₂ / -78 deg C to room temperature

2: NEt₃ / dimethylformamide / 72 h

3: NaBH₄ / CH₂Cl₂; H₂O

4: 78 percent / KH, tetra-n-butylammonium iodide / tetrahydrofuran / 3 h / Ambient temperature

5: 92 percent / p-toluenesulfonic acid monohydrate / methanol / Ambient temperature

6: 83 percent / Bu₃P / pyridine / 3 h / Ambient temperature

With sodium tetrahydroborate; oxalyl dichloride; tributylphosphine; tetra-(n-butyl)ammonium iodide; potassium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)96261-1

Reference yield:

: 3150-16-1
methyl 4,6-O-benzylidene-2,3-anhydro-α-D-mannopyranoside

: 152838-06-7
methyl 2-O-benzyl-3-deoxy-3-C-methyl-6-S-phenyl-6-thio-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / diethyl ether; tetrahydrofuran / 168 h / Heating

2: oxalyl chloride, DMSO, NEt₃ / CH₂Cl₂ / -78 deg C to room temperature

3: NEt₃ / dimethylformamide / 72 h

4: NaBH₄ / CH₂Cl₂; H₂O

5: 78 percent / KH, tetra-n-butylammonium iodide / tetrahydrofuran / 3 h / Ambient temperature

6: 92 percent / p-toluenesulfonic acid monohydrate / methanol / Ambient temperature

7: 83 percent / Bu₃P / pyridine / 3 h / Ambient temperature

With sodium tetrahydroborate; oxalyl dichloride; tributylphosphine; tetra-(n-butyl)ammonium iodide; potassium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)96261-1