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HRID1493571

反应详情

EQUATION

反应方程式

HRID 1493571 的结构方程式

REACTANTS

反应物

2
结构：CO[C@H]1C[C@@H]2CC[C@@H](C)[C@@](O)(O2)C(=O)C(=O)N2CCCC[C@H]2C(=O)O[C@H]([C@H](C)C[C@@H]2CC[C@@H](O)[C@H](OC)C2)CC(=O)[C@H](C)/C=C(\C)[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)/C=C/C=C/C=C/1C
HCID5284616

Sirolimus

C51H79NO13

结构：CCCCCC.CCOC(C)=O
HCID21226206

未命名化合物

PRODUCTS

生成物

1
结构：CO[C@H]1C[C@@H]2CC[C@@H](C)[C@@](O)(O2)C(=O)C(=O)N2CCCC[C@H]2C(=O)O[C@H]([C@H](C)C[C@@H]2CC[C@@H](O)[C@H](OC)C2)CC(=O)[C@H](C)/C=C(/C)[C@@H](O)[C@@H](OC)C(=O)[C@H](C)C[C@H](C)CCCCC=C1C
HCID101058787

未命名化合物

收率 10%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：Cl[Rh].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1
催化剂HCID178479813

未命名化合物

结构：c1ccccc1
溶剂HCID241

Benzene

C6H6

PROCEDURE

实验过程

A solution of 1 g (1.1 mmol) of rapamycin and 325 mg (351 μmol) of tris(triphenylphosphine) rhodium (I) chloride in 82 mL of benzene was hydrogenated at 50 psi for 4 days. The reaction was concentrated in vacuo affording a red foam. HPLC chromatography on a 2 inch HPLC column with 80% ethyl acetate/hexane as the eluant afforded 100 mg (10%) of 1,2,3,4-tetrahydrorapamycin as a white foam.

WORKUP

后处理

  1. concentrationThe reaction was concentrated in vacuo
  2. customaffording a red foam