(3aS,4R,5R,6S,6aS)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside

Base Information

Chemical Name:(3aS,4R,5R,6S,6aS)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside
CAS No.:136800-69-6
Molecular Formula:C₆₂H₇₂N₄O₁₅
Molecular Weight:1113.27
Hs Code.:

(3aS,4R,5R,6S,6aS)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside

Synonyms:(3aS,4R,5R,6S,6aS)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside

Suppliers and Price of (3aS,4R,5R,6S,6aS)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3aS,4R,5R,6S,6aS)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3aS,4R,5R,6S,6aS)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside

There total 37 articles about (3aS,4R,5R,6S,6aS)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside 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:

: 136845-44-8
Allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside

: 136800-69-6
(3aS,4R,5R,6S,6aS)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / 1 M aq. NaOH / 144 h / 110 °C

2: 95 percent / NEt₃ / methanol / 0.5 h / Ambient temperature

3: 49 percent / NaH / dimethylformamide / 48 h / Ambient temperature

4: 1.) 1,5-cyclooctadiene-bis(methyldiphenylphosphine)iridium hexafluorophosphate, H₂, 2.) H₂O / 1.) THF, RT, 4 h, 2.) acetone, RT, 30 min

5: 81 percent / K₂CO₃ / CH₂Cl₂ / 8 h / Ambient temperature

6: 80 percent / trimethylsilyl triflate (TMSOTf), molecular sieves 4A / CH₂Cl₂ / 0.17 h / 0 °C

7: 1.) 1,5-cyclooctadiene-bis(methyldiphenylphosphine)iridium hexafluorophosphate, H₂, 2.) H₂O / 1.) THF, RT, 4 h, 2.) acetone, RT, 30 min

8: 86 percent / K₂CO₃ / CH₂Cl₂ / 12 h / Ambient temperature

9: 27 percent / trimethylsilyl triflate (TMSOTf), molecular sieves 4A / CH₂Cl₂ / 0.33 h / 0 °C

10: MeNH₂ / ethanol / 48 h / Ambient temperature

11: pyridine / 12 h / Ambient temperature

With pyridine; sodium hydroxide; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; hydrogen; sodium hydride; potassium carbonate; triethylamine; methylamine; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c39910001099

Reference yield:

: 136845-44-8
Allyl 2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside

: 136800-69-6
(3aR,4S,5S,6R,6aR)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / 1 M aq. NaOH / 144 h / 110 °C

2: 95 percent / NEt₃ / methanol / 0.5 h / Ambient temperature

3: 49 percent / NaH / dimethylformamide / 48 h / Ambient temperature

4: 1.) 1,5-cyclooctadiene-bis(methyldiphenylphosphine)iridium hexafluorophosphate, H₂, 2.) H₂O / 1.) THF, RT, 4 h, 2.) acetone, RT, 30 min

5: 81 percent / K₂CO₃ / CH₂Cl₂ / 8 h / Ambient temperature

6: 80 percent / trimethylsilyl triflate (TMSOTf), molecular sieves 4A / CH₂Cl₂ / 0.17 h / 0 °C

7: 1.) 1,5-cyclooctadiene-bis(methyldiphenylphosphine)iridium hexafluorophosphate, H₂, 2.) H₂O / 1.) THF, RT, 4 h, 2.) acetone, RT, 30 min

8: 86 percent / K₂CO₃ / CH₂Cl₂ / 12 h / Ambient temperature

9: 24 percent / trimethylsilyl triflate (TMSOTf), molecular sieves 4A / CH₂Cl₂ / 0.33 h / 0 °C

10: MeNH₂ / ethanol / 48 h / Ambient temperature

11: pyridine / 12 h / Ambient temperature

With pyridine; sodium hydroxide; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; hydrogen; sodium hydride; potassium carbonate; triethylamine; methylamine; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c39910001099

Reference yield:

: 136773-79-0
Allyl 2-Amino-4,6-O-benzylidene-2-deoxy-α-D-allopyranoside

: 136800-69-6
(3aS,4R,5R,6S,6aS)-4-Acetoxy-6-<(benzyloxy)methyl>-2-(dimethylamino)-3a,5,6,6a-tetrahydro-4H-cyclopentoxazol-5-yl 2-acetamido-4-O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranosyl)-3,6-di-O-benzyl-2-deoxy-β-D-allopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / NEt₃ / methanol / 0.5 h / Ambient temperature

2: 49 percent / NaH / dimethylformamide / 48 h / Ambient temperature

3: 1.) 1,5-cyclooctadiene-bis(methyldiphenylphosphine)iridium hexafluorophosphate, H₂, 2.) H₂O / 1.) THF, RT, 4 h, 2.) acetone, RT, 30 min

4: 81 percent / K₂CO₃ / CH₂Cl₂ / 8 h / Ambient temperature

5: 80 percent / trimethylsilyl triflate (TMSOTf), molecular sieves 4A / CH₂Cl₂ / 0.17 h / 0 °C

6: 1.) 1,5-cyclooctadiene-bis(methyldiphenylphosphine)iridium hexafluorophosphate, H₂, 2.) H₂O / 1.) THF, RT, 4 h, 2.) acetone, RT, 30 min

7: 86 percent / K₂CO₃ / CH₂Cl₂ / 12 h / Ambient temperature

8: 27 percent / trimethylsilyl triflate (TMSOTf), molecular sieves 4A / CH₂Cl₂ / 0.33 h / 0 °C

9: MeNH₂ / ethanol / 48 h / Ambient temperature

10: pyridine / 12 h / Ambient temperature

With pyridine; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; water; hydrogen; sodium hydride; potassium carbonate; triethylamine; methylamine; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c39910001099