benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside
CAS No.:153805-00-6
Molecular Formula:C₆₁H₆₀N₂O₁₄
Molecular Weight:1045.15
Hs Code.:

Synonyms:benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

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Supply Marketing:

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

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Chemical Property of benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

There total 15 articles about benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-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: 95.8%

: 153804-99-0
benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

: 153805-00-6
benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: With thiourea; In pyridine; ethanol; at 70 ℃; for 1.5h;

Reference yield:

: 89067-88-9
allyl-3,6-di-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside

: 153805-00-6
benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / pyridine / 0.5 h / 0 °C

2: 96 percent / PdCl₂-NaOAc / acetic acid; H₂O / 1 h / 70 °C

3: 85 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

4: 76 percent / BF₃-Et₂O, MS₄A / CH₂Cl₂ / 2.5 h / -15 °C

5: 86 percent / thiourea / pyridine; ethanol / 1.5 h / 70 °C

With boron trifluoride diethyl etherate; sodium acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; thiourea; palladium dichloride; In pyridine; ethanol; dichloromethane; water; acetic acid;
DOI:10.1016/S0040-4039(00)61560-5

Reference yield:

: 158420-85-0
3,6-di-O-benzyl-4-O-chloroacetyl-2-deoxy-2-phthalimido-β-D-glucopyranose

: 153805-00-6
benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / DBU / CH₂Cl₂ / 2 h / 0 °C

2: 76 percent / BF₃-Et₂O, MS₄A / CH₂Cl₂ / 2.5 h / -15 °C

3: 86 percent / thiourea / pyridine; ethanol / 1.5 h / 70 °C

With boron trifluoride diethyl etherate; 1,8-diazabicyclo[5.4.0]undec-7-ene; thiourea; In pyridine; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(00)61560-5