(5R,6R,7R,8R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-8-hydroxy-7-hydroxymethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl ester

Base Information

Chemical Name:(5R,6R,7R,8R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-8-hydroxy-7-hydroxymethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl ester
CAS No.:211043-57-1
Molecular Formula:C₃₂H₃₄O₁₁
Molecular Weight:594.615
Hs Code.:

(5R,6R,7R,8R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-8-hydroxy-7-hydroxymethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl ester

Synonyms:(5R,6R,7R,8R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-8-hydroxy-7-hydroxymethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl ester

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Chemical Property of (5R,6R,7R,8R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-8-hydroxy-7-hydroxymethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl ester

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Technology Process of (5R,6R,7R,8R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-8-hydroxy-7-hydroxymethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl ester

There total 4 articles about (5R,6R,7R,8R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-8-hydroxy-7-hydroxymethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl 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: 85.0%

: 211043-55-9
(5R,6R,7R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-7-hydroxymethyl-8-oxo-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl ester

: 211043-57-1
(5R,6R,7R,8R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-8-hydroxy-7-hydroxymethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl ester

Guidance literature:: With sodium tetrahydroborate; In methanol; for 0.5h; Ambient temperature;
DOI:10.1016/S0960-894X(98)00232-7

Reference yield:

: 6559-91-7
4'-demethylepipodophyllotoxin

: 211043-57-1
(5R,6R,7R,8R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-8-hydroxy-7-hydroxymethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / Ambient temperature

2: 65 percent / H₂SO₄ / 0.75 h / 60 °C

3: 85 percent / NaBH₄ / methanol / 0.5 h / Ambient temperature

With pyridine; sodium tetrahydroborate; sulfuric acid; In methanol; dichloromethane;
DOI:10.1016/S0960-894X(98)00232-7

Reference yield:

: 23363-33-9
4'-demethyl-4'-O-(benzoyloxycarbonyl)epipodophyllotoxin

: 211043-57-1
(5R,6R,7R,8R)-5-(4-Benzyloxycarbonyloxy-3,5-dimethoxy-phenyl)-8-hydroxy-7-hydroxymethyl-5,6,7,8-tetrahydro-naphtho[2,3-d][1,3]dioxole-6-carboxylic acid propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / H₂SO₄ / 0.75 h / 60 °C

2: 85 percent / NaBH₄ / methanol / 0.5 h / Ambient temperature

With sodium tetrahydroborate; sulfuric acid; In methanol;
DOI:10.1016/S0960-894X(98)00232-7