octyl 2-acetamido-2,6,7,8-tetradeoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-8-[(2''R,3''R,4''S,5''R)-3'',4''-dibenzyloxymethylpyrrolidinyl]-β-D-glucooctpyranoside

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Chemical Name:octyl 2-acetamido-2,6,7,8-tetradeoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-8-[(2''R,3''R,4''S,5''R)-3'',4''-dibenzyloxymethylpyrrolidinyl]-β-D-glucooctpyranoside
CAS No.:307316-01-4
Molecular Formula:C₆₀H₈₂N₂O₁₁
Molecular Weight:1007.32
Hs Code.:

octyl 2-acetamido-2,6,7,8-tetradeoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-8-[(2''R,3''R,4''S,5''R)-3'',4''-dibenzyloxymethylpyrrolidinyl]-β-D-glucooctpyranoside

Synonyms:octyl 2-acetamido-2,6,7,8-tetradeoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-8-[(2''R,3''R,4''S,5''R)-3'',4''-dibenzyloxymethylpyrrolidinyl]-β-D-glucooctpyranoside

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Chemical Property of octyl 2-acetamido-2,6,7,8-tetradeoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-8-[(2''R,3''R,4''S,5''R)-3'',4''-dibenzyloxymethylpyrrolidinyl]-β-D-glucooctpyranoside

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Technology Process of octyl 2-acetamido-2,6,7,8-tetradeoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-8-[(2''R,3''R,4''S,5''R)-3'',4''-dibenzyloxymethylpyrrolidinyl]-β-D-glucooctpyranoside

There total 15 articles about octyl 2-acetamido-2,6,7,8-tetradeoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-8-[(2''R,3''R,4''S,5''R)-3'',4''-dibenzyloxymethylpyrrolidinyl]-β-D-glucooctpyranoside 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: 77.0%

: 307315-93-1
(2R,3R,4S,5R)-3,4-dibenzyloxy-2,5-dibenzyloxymethyl-pyrrolidine

: 307316-00-3
octyl 2-acetamido-2,6,7-trideoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-β-D-glucooctdialdo-1,5-pyranoside

: 307316-01-4
octyl 2-acetamido-2,6,7,8-tetradeoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-8-[(2''R,3''R,4''S,5''R)-3'',4''-dibenzyloxymethylpyrrolidinyl]-β-D-glucooctpyranoside

Guidance literature:: With sodium cyanoborohydride; In methanol; at 0 ℃;
DOI:10.1016/S0968-0896(00)00170-X

Reference yield:

: 161664-92-2
octyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 307316-01-4
octyl 2-acetamido-2,6,7,8-tetradeoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-8-[(2''R,3''R,4''S,5''R)-3'',4''-dibenzyloxymethylpyrrolidinyl]-β-D-glucooctpyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / trimethyl orthoformate; CSA / methanol / Heating

2: DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 0.25 h / 20 °C

3: 492 mg / benzene / Heating

4: 74 percent / DIBAL / CH₂Cl₂ / 3 h / -78 °C

5: NH₂NH₂*H₂O / ethanol / Heating

6: 92 mg / methanol / 20 °C

7: 90 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 0.25 h / 20 °C

8: 77 percent / NaBH₃CN / methanol / 0 °C

With oxalyl dichloride; camphor-10-sulfonic acid; diisobutylaluminium hydride; sodium cyanoborohydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; trimethyl orthoformate; In methanol; ethanol; dichloromethane; benzene; 1: Cyclization / 2: Swern oxidation / 3: Wittig reaction / 4: Reduction / 5: Reduction / 6: Acetylation / 7: Swern oxidation / 8: Condensation;
DOI:10.1016/S0968-0896(00)00170-X

Reference yield:

: 163125-34-6
1,1,2,2-tetramethoxycyclohexane

: 307316-01-4
octyl 2-acetamido-2,6,7,8-tetradeoxy-3,4-O-[(1'S,2'S)-dimethoxycyclohexylidene]-8-[(2''R,3''R,4''S,5''R)-3'',4''-dibenzyloxymethylpyrrolidinyl]-β-D-glucooctpyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / trimethyl orthoformate; CSA / methanol / Heating

2: DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 0.25 h / 20 °C

3: 492 mg / benzene / Heating

4: 74 percent / DIBAL / CH₂Cl₂ / 3 h / -78 °C

5: NH₂NH₂*H₂O / ethanol / Heating

6: 92 mg / methanol / 20 °C

7: 90 percent / DMSO; (COCl)2; Et₃N / CH₂Cl₂ / 0.25 h / 20 °C

8: 77 percent / NaBH₃CN / methanol / 0 °C

With oxalyl dichloride; camphor-10-sulfonic acid; diisobutylaluminium hydride; sodium cyanoborohydride; hydrazine hydrate; dimethyl sulfoxide; triethylamine; trimethyl orthoformate; In methanol; ethanol; dichloromethane; benzene; 1: Cyclization / 2: Swern oxidation / 3: Wittig reaction / 4: Reduction / 5: Reduction / 6: Acetylation / 7: Swern oxidation / 8: Condensation;
DOI:10.1016/S0968-0896(00)00170-X