isopropyl 2-O-acetyl-4-O-benzyl-3-O-carbamoyl-6-O-(triphenylmethyl)-α-D-mannopyranoside

Base Information

Chemical Name:isopropyl 2-O-acetyl-4-O-benzyl-3-O-carbamoyl-6-O-(triphenylmethyl)-α-D-mannopyranoside
CAS No.:99748-05-7
Molecular Formula:C₃₈H₄₁NO₈
Molecular Weight:639.745
Hs Code.:

Synonyms:isopropyl 2-O-acetyl-4-O-benzyl-3-O-carbamoyl-6-O-(triphenylmethyl)-α-D-mannopyranoside

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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 isopropyl 2-O-acetyl-4-O-benzyl-3-O-carbamoyl-6-O-(triphenylmethyl)-α-D-mannopyranoside

Chemical Property:

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Technology Process of isopropyl 2-O-acetyl-4-O-benzyl-3-O-carbamoyl-6-O-(triphenylmethyl)-α-D-mannopyranoside

There total 10 articles about isopropyl 2-O-acetyl-4-O-benzyl-3-O-carbamoyl-6-O-(triphenylmethyl)-α-D-mannopyranoside 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:

: 99748-04-6
isopropyl 2-O-acetyl-4-O-benzyl-3-O-<(p-nitrophenoxy)carbonyl>-6-O-trityl-α-D-mannopyranoside

: 99748-05-7
isopropyl 2-O-acetyl-4-O-benzyl-3-O-carbamoyl-6-O-(triphenylmethyl)-α-D-mannopyranoside

Guidance literature:: With ammonia; In dichloromethane; at 25 ℃; for 4h; Yield given;
DOI:10.1021/jo00352a012

Reference yield:

: 572-09-8,3068-32-4,4026-32-8,6919-96-6,13242-53-0,14227-54-4,14795-18-7,19186-59-5,19285-38-2,21698-13-5,29907-26-4,53369-42-9,60619-58-1,61303-35-3,67337-79-5,69127-37-3,70749-15-4,72002-90-5,75247-30-2,75880-74-9,78418-57-2,102339-89-9,102339-90-2,103530-40-1,114028-03-4,114718-45-5,138514-70-2,138514-71-3
2,3,4,6-tetra-O-acetyl-D-mannopyranosyl bromide

: 99748-05-7
isopropyl 2-O-acetyl-4-O-benzyl-3-O-carbamoyl-6-O-(triphenylmethyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / lutidine, tetra-n-butyl-ammonium / CHCl₃ / 24 h / 45 °C

2: 1.) sodium methoxide, 2.) diisopropylethylamine, 4 Angstroem molecualr sives / 1.) methanol, 25 deg C, 12 h, 2.) DMF, 25 deg C, 24 h

3: 43 percent / triphenylmethyl chloride, 4-Angstroem molecualr sieves / CH₂Cl₂ / 72 h / Heating

4: 1.) sodium hydride / 1.) glyme, 0 deg C, 30 min, 2.) RT, 24 h

5: 45 percent / lutidinium perchlorate / 2 h / Heating

6: 60 percent / pyridine / 18 h / 25 °C

7: methanolic ammonia / CH₂Cl₂ / 4 h / 25 °C

With teterabutylammonium; 4 A molecular sieve; 4 Angstroem molecualr sives; lutidine; lutidinium perchlorate; ammonia; sodium methylate; trityl chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane; chloroform;
DOI:10.1021/jo00352a012

Reference yield:

: 13039-59-3
3,43,6-tri-O-acetyl-1,2-tert-butylorthoacetyl-β-D-mannopyranoside

: 99748-05-7
isopropyl 2-O-acetyl-4-O-benzyl-3-O-carbamoyl-6-O-(triphenylmethyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) sodium methoxide, 2.) diisopropylethylamine, 4 Angstroem molecualr sives / 1.) methanol, 25 deg C, 12 h, 2.) DMF, 25 deg C, 24 h

2: 57 percent / lutidinium hydrobromide, 4-Angstroem molecualr sieves / CH₂Cl₂ / 144 h / 25 °C

3: 1.) sodium hydride / 1.) glyme, 0 deg C, 30 min, 2.) RT, 24 h

4: 45 percent / lutidinium perchlorate / 2 h / Heating

5: 60 percent / pyridine / 18 h / 25 °C

6: methanolic ammonia / CH₂Cl₂ / 4 h / 25 °C

With 4 A molecular sieve; 4 Angstroem molecualr sives; lutidinium hydrobromide; lutidinium perchlorate; ammonia; sodium methylate; sodium hydride; N-ethyl-N,N-diisopropylamine; In pyridine; dichloromethane;
DOI:10.1021/jo00352a012