Benzoic acid (2R,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-chloro-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Benzoic acid (2R,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-chloro-tetrahydro-pyran-3-yl ester
CAS No.:81726-71-8
Molecular Formula:C₃₃H₄₁ClO₆Si
Molecular Weight:597.223
Hs Code.:

Synonyms:Benzoic acid (2R,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-chloro-tetrahydro-pyran-3-yl ester

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Chemical Property of Benzoic acid (2R,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-chloro-tetrahydro-pyran-3-yl ester

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Technology Process of Benzoic acid (2R,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-chloro-tetrahydro-pyran-3-yl ester

There total 9 articles about Benzoic acid (2R,3S,4S,5S,6R)-5-benzyloxy-6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-chloro-tetrahydro-pyran-3-yl ester 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: 90.0%

: 81713-23-7,81713-40-8
2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-α,β-D-galactopyranose

: 81726-71-8
2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-α-D-galactopyranosyl chloride

Guidance literature:: DOI:10.1016/S0008-6215(00)88053-2

Reference yield:

: 20746-64-9
allyl 4,6-O-benzylidene-α-D-galactopyranoside

: 81726-71-8
2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-α-D-galactopyranosyl chloride

Guidance literature:: Multi-step reaction with 8 steps

1: 89 percent / sodium hydride / dimethylformamide / 0.5 h / Ambient temperature

2: hydrochloric acid / methanol

3: 90 percent / sodium hydride / dimethylformamide / 0.5 h / Ambient temperature

4: 80 percent / potassium tert-butoxide / dimethylformamide / 2 h / 85 °C

5: 68 percent / pyridine / 10 min -35 deg C, 1 h -30 deg C

6: 90 percent / triethylamine, 4-dimethylaminopyridine / dimethylformamide; CH₂Cl₂ / 20 h

7: mercuric oxide (yellow), mercuric chloride / acetone; H₂O

8: 90 percent

With pyridine; hydrogenchloride; dmap; potassium tert-butylate; sodium hydride; triethylamine; mercury dichloride; mercury(II) oxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0008-6215(00)88053-2

Reference yield:

: 98-88-4
benzoyl chloride

: 81726-71-8
2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-α-D-galactopyranosyl chloride

Guidance literature:: Multi-step reaction with 4 steps

1: 68 percent / pyridine / 10 min -35 deg C, 1 h -30 deg C

2: 90 percent / triethylamine, 4-dimethylaminopyridine / dimethylformamide; CH₂Cl₂ / 20 h

3: mercuric oxide (yellow), mercuric chloride / acetone; H₂O

4: 90 percent

With pyridine; dmap; triethylamine; mercury dichloride; mercury(II) oxide; In dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0008-6215(00)88053-2