((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl ester

Base Information

Chemical Name:((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl ester
CAS No.:286961-68-0
Molecular Formula:C₄₃H₄₁NO₈
Molecular Weight:699.8
Hs Code.:

((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl ester

Synonyms:((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl ester

Suppliers and Price of ((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl ester

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 ((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of ((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl ester

There total 2 articles about ((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl 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%

: 286961-67-9
((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6,11-trihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,11,11a,12,12a-octahydro-naphthacen-1-yl)-carbamic acid benzyl ester

: 286961-68-0
((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl ester

Guidance literature:: With thionyl chloride; TEA; In dichloromethane; at -30 ℃; for 0.166667h;
DOI:10.1246/cl.2000.646

Reference yield:

: 4938-06-1
7-Methoxy-3-methylphthalide

: 286961-68-0
((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / LDA / tetrahydrofuran / 0.25 h / -40 °C

2: 90 percent / SOCl₂; TEA / CH₂Cl₂ / 0.17 h / -30 °C

With thionyl chloride; TEA; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 1: Michael-Dieckmann reaction / 2: Aromatisation;
DOI:10.1246/cl.2000.646

Reference yield:

: 286961-68-0
((1S,2S,3S,12aR)-2-Benzyloxy-3-benzyloxymethyl-4,6-dihydroxy-7-methoxy-11-methyl-5-oxo-1,2,3,5,12,12a-hexahydro-naphthacen-1-yl)-carbamic acid benzyl ester

: 60-54-8
TETRACYCLINE

Guidance literature:: Multi-step reaction with 14 steps

1.1: BBr₃ / CH₂Cl₂ / 0.25 h / -78 °C

2.1: H₂; TEA / Pd-black / dioxane; H₂O / 1 h

3.1: 72 percent / i-Pr₂NEt / tetrahydrofuran; methanol / 2 h

4.1: 85 percent / Br₂; (Bu₃Sn)2O; MS-4A / CH₂Cl₂ / 0.25 h / -78 °C

5.1: 91 percent / Dess-Martin periodinane / acetonitrile; CH₂Cl₂ / 0.25 h

6.1: Zn / acetic acid / 0.03 h

7.1: Dess-Martin periodinane / acetonitrile; CH₂Cl₂ / 0.25 h

7.2: 60 percent / dimethyldioxirane; (R,R)-(PhCH-NTs)2BCl; TEA / CH₂Cl₂ / 0.5 h / -78 °C

8.1: NH₂OH*HCl; TEA / methanol / 0.5 h

9.1: CDI / tetrahydrofuran / 0.75 h

10.1: 68 percent / polyposphoric acid / 0.75 h / 100 °C

11.1: 80 percent / formic acid / 1 h / 80 °C

12.1: 88 percent / BBr₃ / CH₂Cl₂ / 15 h / 0 - 20 °C

13.1: 75 percent / O₂; TPP / CHCl₃ / 0.17 h / 20 - 40 °C / Irradiation

14.1: 62 percent / H₂ / Pt-black / dioxane / 8 h / 2280 Torr

With polyposphoric acid; TEA; hydroxylamine hydrochloride; hydrogen; bromine; oxygen; thiamine diphosphate; boron tribromide; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; bis(tri-n-butyltin)oxide; zinc; palladium; platinum; In tetrahydrofuran; 1,4-dioxane; methanol; formic acid; dichloromethane; chloroform; water; acetic acid; acetonitrile; 1.1: debenzylation / 2.1: Catalytic hydrogenation / 3.1: Methylation / 4.1: Bromination / 5.1: Dess-Martin oxidation / 6.1: Ring cleavage / 7.1: Dess-Martin oxidation / 7.2: Epoxidation / 8.1: oximation / 9.1: Dehydration / 10.1: Hydrolysis / 11.1: Methylation / 12.1: demethylation / 13.1: photooxidation / 14.1: Catalytic hydrogenation;
DOI:10.1246/cl.2000.646